Analyzing the synthesis route of 108149-60-6

Other significant industrial processes that involve the use of heterogeneous catalysts include the preparation of sulfuric acid, the preparation of ammonia, the oxidation of ammonia to nitric acid, and the synthesis of methanol. 108149-60-6, if you are interested, you can browse my other articles.

#REF!

A solution of (i?)-3-tert-butyl 4-methyl 2,2-dimethyloxazolidine-3,4-dicarboxylate (5 g, 19.3 mmol) in anhydrous diethyl ether was chilled in an ice bath and 1 M LiAlH4 in diethyl ether (38 mL, 38.6 mmol) was added dropwise under an N2 atmosphere. The reaction was allowed to warm to room temperature with stirring overnight. The reaction was quenched by slowly adding saturated aqueous Na2SO4 (5 mL). The slurry was filtered through a pad of Celite.The Celite pad was rinsed with EtOAc and the solution was dried in vacuo to yield (S)-tert-buty4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate (2.77 g, 12 mmol) as a clear oil.[M+H] calc’d for CnH2INO4, 232; found, 232., 108149-60-6

Other significant industrial processes that involve the use of heterogeneous catalysts include the preparation of sulfuric acid, the preparation of ammonia, the oxidation of ammonia to nitric acid, and the synthesis of methanol. 108149-60-6, if you are interested, you can browse my other articles.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2009/97578; (2009); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Downstream synthetic route of 108149-60-6

Other significant industrial processes that involve the use of heterogeneous catalysts include the preparation of sulfuric acid, the preparation of ammonia, the oxidation of ammonia to nitric acid, and the synthesis of methanol. 108149-60-6, if you are interested, you can browse my other articles.

#REF!

To an ice cold solution of commercially available 1 (35 g, 135 mmol) in THF/MeOH (500 mL (95:5)), was added LiBH4 (5.9 g, 271 mmol) portionwise and the suspension was stirred for 2 h at RT. The reaction mixture was cooled and quenched with ice. Solvent was removed under reduced pressure, and water was added. The aqueous layer was extracted with EtOAc, concentrated and chromatographed (EtOAc:hexanes, 3:7) to yield 2 (23 g, 74 % yield)., 108149-60-6

Other significant industrial processes that involve the use of heterogeneous catalysts include the preparation of sulfuric acid, the preparation of ammonia, the oxidation of ammonia to nitric acid, and the synthesis of methanol. 108149-60-6, if you are interested, you can browse my other articles.

Reference£º
Patent; EXELIXIS, INC.; XU, Wei; (170 pag.)WO2017/4609; (2017); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Some tips on 108149-60-6

108149-60-6, 108149-60-6 (S)-(-)-3-tert-Butoxycarbonyl-4-methoxycarbonyl-2,2-dimethyl-1,3-oxazolidine 688221, aoxazolidine compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.108149-60-6,(S)-(-)-3-tert-Butoxycarbonyl-4-methoxycarbonyl-2,2-dimethyl-1,3-oxazolidine,as a common compound, the synthetic route is as follows.

(iS)-ter/-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate (2). To an ice cold solution of commercially available 1 (35 g, 135 mmol) in THF MeOH (500 mL (95:5)) was added LiBH4 (5.9 g, 271 mmol) portionwise and the suspension was stirred for 2 h at RT. The reaction mixture was cooled and quenched with ice. Solvent was removed under reduced pressure, and water was added. The aqueous layer was extracted with EtOAc, concentrated and chromatographed (EtOAc:hexanes, 3:7) to yield 2 (23 g, 74 % yield).

108149-60-6, 108149-60-6 (S)-(-)-3-tert-Butoxycarbonyl-4-methoxycarbonyl-2,2-dimethyl-1,3-oxazolidine 688221, aoxazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; EXELIXIS, INC.; XU, Wei; (106 pag.)WO2017/4608; (2017); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Simple exploration of 108149-60-6

108149-60-6 (S)-(-)-3-tert-Butoxycarbonyl-4-methoxycarbonyl-2,2-dimethyl-1,3-oxazolidine 688221, aoxazolidine compound, is more and more widely used in various fields.

108149-60-6, (S)-(-)-3-tert-Butoxycarbonyl-4-methoxycarbonyl-2,2-dimethyl-1,3-oxazolidine is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

After a mixture of NaBH4 (5.2 g, 139 mmol) and LiCl (5.9 g,139 mmol) in dry EtOH (30 mL) was stirred for 30 min at 0 C, compound20 (6.0 g, 23 mmol) dissolved in 15 mL of dry THF wasadded. The resulting mixture was warmed to room temperatureand stirred for 12 h. The precipitate was filtered over Celite andwashed with EtOH. The filtrate was then evaporated and partitionedbetween ethyl acetate and brine. After the aqueous layerwas extracted with ethyl acetate (5), the organic layer was driedover Na2SO4 and concentrated in vacuo to afford the intermediatealcohol as a yellow oil. To a reaction mixture of dry THF (100 mL)containing 11 g (42 mmol) of PPh3, 8.2 g (56 mmol) of phthalimide,and 6.6 g (28 mmol) of the yellow oil, 22.7 mL (40% in toluene,50 mmol) of diethyl azodicarboxylate dissolved in dry THF(20 mL) was added dropwise while stirring in an ice bath. After12 h at ambient temperature, the solvent was evaporated, and theresulting residue was purified by column chromatography (hexane/ethyl acetate = 3:1) to afford 21 as white crystals (5.4 g, 53%)., 108149-60-6

108149-60-6 (S)-(-)-3-tert-Butoxycarbonyl-4-methoxycarbonyl-2,2-dimethyl-1,3-oxazolidine 688221, aoxazolidine compound, is more and more widely used in various fields.

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

 

Analyzing the synthesis route of 108149-60-6

108149-60-6, The synthetic route of 108149-60-6 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.108149-60-6,(S)-(-)-3-tert-Butoxycarbonyl-4-methoxycarbonyl-2,2-dimethyl-1,3-oxazolidine,as a common compound, the synthetic route is as follows.

(R)-2,2-dimethyl-oxazolidin-3,4-dicarboxylic acid 3-t-butyl ester 4-methyl ester (11.4 g, 44.0 mmol) obtained in Step A was dissolved in dichloromethane (100 ml), to which was added diisopropyl aluminum hydride (1.5M toluene, 66 ml) at -78 C. While heating to room temperature, the mixture was stirred for 18 hours. After completion of the reaction, methanol (20 ml) and sodium hydroxide solution (1 N, 200 ml) were slowly added thereto, and the organic material was extracted with dichloromethane and dried with anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography to give the title compound (9.7 g, 95%).

108149-60-6, The synthetic route of 108149-60-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; LG LIFE SCIENCES LTD.; PARK, Heui Sul; KOO, Sun Young; KIM, Hyoung Jin; LEE, Sung Bae; KWAK, Hyo Shin; ARTEMOV, Vasily; KIM, Soon Ha; (23 pag.)US2016/200709; (2016); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Downstream synthetic route of 108149-60-6

As the paragraph descriping shows that 108149-60-6 is playing an increasingly important role.

108149-60-6, (S)-(-)-3-tert-Butoxycarbonyl-4-methoxycarbonyl-2,2-dimethyl-1,3-oxazolidine is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To an ice cold solution of commercially available 1 (35 g, 135 mmol) in THF/MeOH (500 mL (95:5)), was added LiBH4 (5.9 g, 271 mmol) portionwise and the suspension was stirred for 2 h at RT. The reaction mixture was cooled and quenched with ice. Solvent was removed under reduced pressure, and water was added. The aqueous layer was extracted with EtOAc, concentrated and chromatographed (EtOAc:hexanes, 3:7) to yield 2 (23 g, 74 % yield)., 108149-60-6

As the paragraph descriping shows that 108149-60-6 is playing an increasingly important role.

Reference£º
Patent; EXELIXIS, INC.; XU, Wei; (170 pag.)WO2017/4609; (2017); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Analyzing the synthesis route of 108149-60-6

The synthetic route of 108149-60-6 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.108149-60-6,(S)-(-)-3-tert-Butoxycarbonyl-4-methoxycarbonyl-2,2-dimethyl-1,3-oxazolidine,as a common compound, the synthetic route is as follows.

A solution of (i?)-3-tert-butyl 4-methyl 2,2-dimethyloxazolidine-3,4-dicarboxylate (5 g, 19.3 mmol) in anhydrous diethyl ether was chilled in an ice bath and 1 M LiAlH4 in diethyl ether (38 mL, 38.6 mmol) was added dropwise under an N2 atmosphere. The reaction was allowed to warm to room temperature with stirring overnight. The reaction was quenched by slowly adding saturated aqueous Na2SO4 (5 mL). The slurry was filtered through a pad of Celite.The Celite pad was rinsed with EtOAc and the solution was dried in vacuo to yield (S)-tert-buty4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate (2.77 g, 12 mmol) as a clear oil.[M+H] calc’d for CnH2INO4, 232; found, 232., 108149-60-6

The synthetic route of 108149-60-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2009/97578; (2009); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Brief introduction of 108149-60-6

The synthetic route of 108149-60-6 has been constantly updated, and we look forward to future research findings.

108149-60-6, (S)-(-)-3-tert-Butoxycarbonyl-4-methoxycarbonyl-2,2-dimethyl-1,3-oxazolidine is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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): [alpha]D21 +21.7 (c 1.2, CHCl3), lit: []D20 +23.8 (c1.2, CHCl3) [17]; IR v 3436, 2979, 2937, 2880, 1671, 1477,1456, 1388, 1365 cm-1; 1H NMR (200 MHz, CDCl3) (ppm): 3.92-3.47 (m, 6H, CH2OH, CH2O, OH, CHN), 1.47,1.41 (s, 15H, C(CH3)2, C(CH3)3); 13C NMR (50 MHz, CDCl3) (ppm): 153.68 (C=O), 93.83 (C), 80.92 (C(CH3)3),65.10, 64.24 (CH2O, CH2OH), 59.21 (CHN), 28.25(C(CH3)3), 27.04, 24.37 (CH3)., 108149-60-6

The synthetic route of 108149-60-6 has been constantly updated, and we look forward to future research findings.

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