Category: 95715-86-9

95715-86-9, Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,95715-86-9

4-Hydroxymethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (12b); A 250-ml two-necked flask was equipped with a magnetic stirring bar, reflux condenser bearing a drying tube and a dropping funnel. The flask was charged with tetrahydrofuran (100 ml) and lithium aluminium hydride (2.16 g, 57.0 mmol). While the suspension in the flask was stirred, a solution of the ester 12a (9.90 g, 38.2 mmol) in THF (50 ml) was added dropwise during 20 min. The reaction was monitored by thin layer chromatography. When the reaction was finished, the mixture was cooled in an ice bath and a solution of 10% potassium hydroxide (20 ml) was added dropwise during 10 min. The mixture was stirred for 2 h at room temperature, whereafter the white precipitate was removed by filtration through celite. The combined organic filtrates were washed with 100 ml of aqueous phosphate buffer (pH 7), and the aqueous layer was extracted with ether. The combined organic phases were dried and concentrated which gave the title compound (8.3 g, 94%). The residue was used without further purification.

95715-86-9 Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate 688220, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; MEDIVIR AB; WO2008/107365; (2008); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.95715-86-9,Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate,as a common compound, the synthetic route is as follows.,95715-86-9

To a dry THF solution containing compound 23 (2.5 g,11 mmol), which was prepared from L-serine via step a and areduction by NaBH4, LiCl/dry THF, 0.5 g (20 mmol) of NaH was added. After stirring for 5 min, 3.4 g (22 mmol) of iodoethanewas added. After stirring for 10 h at ambient temperature, 1 mLof H2O was added to the reaction mixture, the solvent wasremoved in vacuo, and the resulting residue was purified by columnchromatography (hexane/ethyl acetate = 4:1) to afford 24 asan oil (1.3 g, 47%).

As the paragraph descriping shows that 95715-86-9 is playing an increasingly important role.

Reference£º
Article; Nagaoka, Hikaru; Nishiwaki, Hisashi; Kubo, Takuya; Akamatsu, Miki; Yamauchi, Satoshi; Shuto, Yoshihiro; Bioorganic and Medicinal Chemistry; vol. 23; 4; (2015); p. 759 – 769;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

95715-86-9,95715-86-9, Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of (S)-2-amino-/V-(7-ethoxy-4-(3,4,5-trimethoxybenzyl)isoquinolin-8-yl)-3- hvdroxypropanamide dihydrochloride 26 (S)-3-( e/t-Butoxycarbonyl)-2,2-dimethyloxazolidine-4-carboxylic acidTo a solution of methyl (S)-3-terf-butyl 4-methyl 2,2-dimethyloxazolidine-3,4- dicarboxylate (0.35 g, 1 .35 mmol) in THF (10 mL) in a 50 mL round-bottomed flask equipped with a magnetic stirrer was added a solution of LiOH monohydrate (62 mg, 1 .48 mmol) in H2O (5 mL) and the mixture was stirred overnight at RT. THF was evaporated at 40C under vacuum and the residue was diluted with H2O (25 mL) before acidification with 3% aqueous HCI to pH = 4. The solution was extracted with Et2O (3×50 mL) and the organic layers were combined, washed with brine (20 mL), dried over Na2SO4, filtered and concentrated at 40C under vacuum to give (S)-3- (fe/t-butoxycarbonyl)-2,2-dimethyloxazolidine-4-carboxylic acid CCH 34168-1 as a colorless oil (147 mg, 44% yield).CCH 34168-1MW: 469.4; Yield: 21 %; Colorless oil.

The synthetic route of 95715-86-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; EXONHIT S.A.; LEBLOND, Bertrand; TAVERNE, Thierry; BEAUSOLEIL, Eric; CHAUVIGNAC, Cedric; CASAGRANDE, Anne-Sophie; DESIRE, Laurent; WO2011/151423; (2011); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

95715-86-9, Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

95715-86-9, In stageA harvesting (R) -2,2- dimethyl – oxazolidine-3,4-dicarboxylic acid 3-t- butyl ester 4-methyl ester (11.4g, 44.0mmol) was dissolved in dichloromethane (100mL), added at -78 Diisopropyl aluminum hydride (1.5M in toluene, 66mL). The temperature was raised to room temperature and stirred for 18 hours. After completion of the reaction, methanol (20 mL) and sodium hydroxide (1N, 200mL) was slowly added to the organic solution is then extracted with methylene chloride, dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure and the residue was separated by column chromatography the title compound were harvested (9.7g, 95%).

As the paragraph descriping shows that 95715-86-9 is playing an increasingly important role.

Reference£º
Patent; LG Life Sciences Ltd.; Park, Heui Sul; Koo, Sun Young; Kim, Hyoung Jin; Lee, Sung Bae; Kwak, Hyo Shin; Artemov, V.; Kim, Soon Ha; (34 pag.)CN105636956; (2016); A;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

95715-86-9, Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,95715-86-9

Referring to FIG. 12, the synthesis of D-threo-PPMP may be via stereoselective addition of phenyl cuprate to D-Gamer aldehyde. The syn adduct, which leads to the D-threo isomer, will be the major product. The minor L-erythro isomer (approximately 5%) can be removed by crystallization from chloroform at the late stage of the synthesis. Synthesis starts with a four-step synthetic procedure for the production of D-Garner Aldehyde from D-serine. We have synthesized L-Gamer Aldehyde from L-serine at the kilogram scale utilizing the same method for the production of safingol. Garner Aldehyde was obtained in 28% overall yield at 98+% ee purity without chromatography. Phenyl cuprate will be generated in situ by the reaction of copper(I) iodide and phenyl magnesium bromide. The addition of phenyl cuprate to D-Garner Aldehyde will yield intermediate 6. The deprotection of intermediate 6 with HCl produces D-threo-1-phenyl-2-amino-propane-1,3-diol-7. The intermediate 7 is reacted with activated palmitic acid and followed by base hydrolysis to form intermediate 8. The primary hydroxy group of intermediate 8 will be converted to the mesylate, and then substituted with morpholine to yield the final product D-threo-PPMP. Our synthetic plan is an efficient, practical synthesis to the enantiomerically pure PPMP. Most of the reactions described have been successfully conducted at the kilogram scale in our kilo lab. It is anticipated that the initial 2 g bach can be delivered within 6 to 8 weeks after the desired PPMP enantiomer is identified. Modifications to the current method of synthesis and other methods of synthesis of D-threo-PPMP are readily known to one of skill in the art.

The synthetic route of 95715-86-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Maurer, Barry James; Reynolds, Charles Patrick; US2005/101674; (2005); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

95715-86-9, Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

95715-86-9, 4-Hydroxymethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (12b); A 250-ml two-necked flask was equipped with a magnetic stirring bar, reflux condenser bearing a drying tube and a dropping funnel. The flask was charged with tetrahydrofuran (100 ml) and lithium aluminium hydride (2.16 g, 57.0 mmol). While the suspension in the flask was stirred, a solution of the ester 12a (9.90 g, 38.2 mmol) in THF (50 ml) was added dropwise during 20 min. The reaction was monitored by thin layer chromatography. When the reaction was finished, the mixture was cooled in an ice bath and a solution of 10% potassium hydroxide (20 ml) was added dropwise during 10 min. The mixture was stirred for 2 h at room temperature, whereafter the white precipitate was removed by filtration through celite. The combined organic filtrates were washed with 100 ml of aqueous phosphate buffer (pH 7), and the aqueous layer was extracted with ether. The combined organic phases were dried and concentrated which gave the title compound (8.3 g, 94%). The residue was used without further purification.

As the paragraph descriping shows that 95715-86-9 is playing an increasingly important role.

Reference£º
Patent; MEDIVIR AB; WO2008/107365; (2008); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

95715-86-9, Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

95715-86-9, To a cooled (-78 C) solution of (S)-2,2-dimethyl-oxazolidine-3,4-dicarboxylic acid 3-tert-butyl ester 4-methyl ester (2 g, 7.7 mmol) in dry toluene (20 mL) in a Schlenk flask was added dropwise 1 M standard solution of diisobutylaluminum hydride in toluene (13.3 mL). The reaction mixture was stirred for 2 h at -78 C. Then the reaction was quenched by adding slowly methanol (5 mL) cooled to -78 C. The resulting white emulsion was slowly poured into ice-cold 1 M HCl (100 mL) and extracted with ethyl acetate (3 x 50 mL). The combined extracts were washed with brine (2 x 50 mL) and water (50 mL), dried over Na2SO4 and concentrated in vacuo. The crude product was purified by column chromatography (hexane – ethyl acetate v/v 9 : 1) and 1.5 g (85%) of a colorless oil was isolated. 1H and 13C NMR spectra were consistent with literature data.5 IR (ATR, cm-1) nu: 3018, 2978, 1697, 1368, 1168, 1095; 1H NMR (400 MHz, CDCl3, rotamers) delta: 9.61 (d, J = 0.8 Hz, 0.4H, CHO), 9.55 (d, J = 2.4 Hz, 0.6H, CHO), 4.34 (m, 0.4H, CH-N), 4.19 (m, 0.6H, CH-N), 4.08 (m, 2H, CH2-O), 1.65 (s, 1.7H), 1.60 (s, 1.3H), 1.56 (s, 2H), 1.51 (s, 4.5H), 1.43 (s, 5.5H) 13C NMR (100 MHz, CDCl3, minor rotamer marked with *) delta: 199.4, 152.6*, 151.3, 95.1, 94.3*, 81.4*, 81.1, 64.7, 63.9, 63.4*, 28.3, 26.7*, 25.8, 24.7*, 23.8; MS (ESI) m/z: [M+Na]+ 252.

95715-86-9 Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate 688220, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Article; Hryniewicka, Agnieszka; ?otowski, Zenon; Seroka, Barbara; Witkowski, Stanis?aw; Morzycki, Jacek W.; Tetrahedron; vol. 74; 38; (2018); p. 5392 – 5398;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

95715-86-9, Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

95715-86-9, General procedure: To an ice-cold solution of 5 (3.0 g, 11.6 mmol) in anhydrousTHF (20 mL) was added NaBH4 (4.38 g, 116 mmol) with stirring. After 25 min, MeOH (8 mL) was slowly added. The mixture was warmed to reflux and stirred for 40 min.The resulting suspension was concentrated under reduced pressure and EtOAc (100 mL) was added. The organic layer was washed with water (2 X 50 mL), dried over Na2SO4, filtered and concentrated to give 6 as colorless oil (2.67 g,85% yield)

95715-86-9 Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate 688220, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Article; Andrade, Saulo F.; Campos, Edmar F.S.; Teixeira, Claudia S.; Bandeira, Cristiano C.; Lavorato, Stefania N.; Romeiro, Nelilma C.; Bertollo, Caryne M.; Oliveira, Monica C.; Souza-Fagundes, Elaine M.; Alves, Ricardo J.; Medicinal Chemistry; vol. 10; 6; (2014); p. 609 – 618;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

95715-86-9,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.95715-86-9,Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate,as a common compound, the synthetic route is as follows.

A 3-necked, 1000 mL round-bottom flask fitted with a N2 inlet adapter, magnetic stir bar, drying tube, temperature guage, and a septa was charged with methyl (S)- (-)-3- (TERT-BUTOXYCARBONYL)-2, 2-DIMETHYL-4-OXAZOLIDINE-CARBOXYLATE (15. 42 g, 59.46 mmole) and 120 ML of anhydrous toluene. The solution was cooled TO-78 C in A dry ice/acetone bath. A solution of DIISOBUTYLALUMINUM hydride in toluene (69.5 ML, 104.1 mmole) was cooled TO-78 C in A separate dry ice/acetone bath and added to the ester solution under N2 pressure via a steel cannula over a period of 30 min. The rate of addition was adjusted to prevent the reaction mixture from warming above- 70 C. After addition was complete, the mixture was stirred at-78 C for an additional 30 minutes. Excess hydride was quenched by the dropwise addition of 20 mL of pre-chilled (-78 C) methanol, again keeping the reaction temperature below- 70 C. The resulting white slurry was poured into 500 mL of ice-cold 1 N HC1. The aqueous layer was extracted with ethyl acetate (3 x 300 mL). The combined organic layers were washed with 300 mL 1 N HC1, and brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure to yield (S)-4- formyl-2,2-dimethyl-3-oxazolidinecarboxylic acid tert-butyl ester (14.65 g) as a yellow oil. The residue was dissolved in 200 mL of anhydrous methanol, and the flask was flushed with N2. N-Benzylglycine ethyl ester (23.0 g, 118. 9 mmole) and acetic acid (6. 8 mL, 118. 9 mmole) were added, and the reaction mixture was cooled in an ice bath. A solution of sodium cyanoborohydride in tetrahydrofuran (100 mL, 100 mmole) was added via a cannula under positive N2 pressure. The reaction mixture was stirred at room temperature for 18h. A large excess of solid K2C03 was added until gas evolution ceased. The slurry was concentrated almost to dryness under reduced pressure and the residue was dissolved in 300 mL of dichloromethane. The organic layer was washed with 300 mL of 1: 1: 1 water/saturated NAHC03/BRINE. The aqueous layer was extracted with ethyl acetate (2 x 200 mL). The combined organic layers were dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. Purification of the residue by flash column chromatography (silica gel, gradient: 15% ethyl acetate/hexane to 30% ethyl acetate/hexane) gave 16.83 g (70%) of (S)-4-[(BENZYLETHOXYCARBONYL-METHYLAMINO)- methyl] -2, 2-dimethyl-3-oxazolidinecarboxylic acid tert-butyl ester as a clear viscous oil. MS : 407. 3 (M+1).

As the paragraph descriping shows that 95715-86-9 is playing an increasingly important role.

Reference£º
Patent; WARNER-LAMBERT COMPANY LLC; WO2004/89915; (2004); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.95715-86-9,Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate,as a common compound, the synthetic route is as follows.

95715-86-9, 4-Hvdroxymethyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (35b). A 250-ml two-necked flask was equipped with a magnetic stirring bar, reflux condenser bearing a drying tube and a dropping funnel. The flask was charged with tetrahydrofuran (100 ml) and lithium aluminium hydride (2.16 g, 57.0 mmol). While the suspension in the flask was stirred, a solution of the ester 12a (9.90 g, 38.2 mmol) in THF (50 ml) was added dropwise during 20 min. The reaction was monitored by thin layer chromatography. When the reaction was finished, the mixture was cooled in an ice bath and a solution of 10% potassium hydroxide (20 ml) was added dropwise during 10 min. The mixture was stirred for 2 h at room temperature, whereafter the white precipitate was removed by filtration through celite. The combined organic filtrates were washed with 100 ml of aqueous phosphate buffer (pH 7), and the aqueous layer was extracted with ether. The combined organic phases were dried and concentrated which gave the title compound (8.3 g, 94%). The residue was used without further purification.

95715-86-9 Methyl (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylate 688220, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; MEDIVIR AB; WO2009/53277; (2009); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem