Simple exploration of 108149-63-9

108149-63-9, 108149-63-9 (R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate 11053464, aoxazolidine compound, is more and more widely used in various.

108149-63-9, (R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a stirred solution of 6 (0.100 g, 0.433 mmol), appropriate substituted phenol (0.649 mmol) and PPh3 (0.182 g,0.693 mmol) in anhydrous toluene (5 mL) was added DIAD(0.14 mL, 0.693 mmol) at 80 C. After 3 h, EtOAc (40 mL)was added to the resulting solution. The organic layer was washed with 0.5 M aqueous NaOH (40 mL) and water (2 X40 mL), dried over Na2SO4, filtered and concentrated. The residue was purified by flash silica gel column chromatography eluting with Hexanes/EtOAc (9:1) or (95:5) to afford compounds 7a-s.

108149-63-9, 108149-63-9 (R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate 11053464, aoxazolidine compound, is more and more widely used in various.

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

 

Some tips on 108149-63-9

108149-63-9, 108149-63-9 (R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate 11053464, aoxazolidine compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.108149-63-9,(R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate,as a common compound, the synthetic route is as follows.

Hydrochloride of (S)-2-amino-3-(benzyloxy)propane-1-ol MS(ESI m/z): 182 (M+H)

108149-63-9, 108149-63-9 (R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate 11053464, aoxazolidine compound, is more and more widely used in various.

Reference£º
Patent; FUJIFILM Corporation; KUBO, Yohei; ANDO, Makoto; TANAKA, Hidehiko; OSAKA, Shuhei; MATSUMOTO, Takuya; NAKATA, Hiyoku; TERADA, Daisuke; NITABARU, Tatsuya; (379 pag.)US2016/168139; (2016); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

New learning discoveries about 108149-63-9

As the paragraph descriping shows that 108149-63-9 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.108149-63-9,(R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: A solution of ferrocenecarboxylic acid (0.93 g, 4.0 mmol), DCC (0.91 g, 4.4 mmol), the required chiral alcohol (4.0 mmol), and DMAP (0.48 g, 4.4mmol) in CH2Cl2 (40 mL) was heated under reflux for 16 h. N,N’-Dicyclohexylurea was filtered off, and the filtrate was washed with water (340 mL). After drying over anhydrous Na2SO4, the solvent was evaporated under reduced pressure, and the ester was isolated by purification by flash chromatography on silica gel. Compound 6c was prepared from 5c (0.93 g) and was isolated (eluent: 88:12 heptane/EtOAc) as a red powder (yield: 76%): mp 70 C; 1H NMR (500 MHz, 340 K, C6D6) delta 1.44 (s, 9H), 1.51 (s, 3H), 1.69 (s, 3H), 3.74 (dd, 1H, J=6.5, 8.8 Hz), 3.89 (d, 1H, J=8.8 Hz), 4.00 (m, 1H), 4.02 (s, 5H), 4.09 (s, 2H), 4.20 (br m, 1H), 4.56 (dd, 1H, J=3.2, 10.4 Hz), 4.81 (d, 2H, J=6.7 Hz); 13C NMR (125 MHz, 340 K, C6D6) delta 23.5, 27.3, 28.6 (3C), 56.7, 63.6, 65.7, 70.1 (5C), 70.7, 70.8, 71.4 (2C), 72.2, 80.0, 94.4, 152.1, 170.7; [alpha]D20 -16 (c 1.0, CH2Cl2). Anal. Calcd for C22H29FeNO5 (443.31): C, 59.60; H, 6.59; N, 3.16. Found: C, 59.30; H, 6.54; N, 3.11. The structure was identified unequivocally by X-ray structure analysis (CCDC 970486) from crystals obtained by slowly evaporating a 2:8 EtOAc/heptane solution., 108149-63-9

As the paragraph descriping shows that 108149-63-9 is playing an increasingly important role.

Reference£º
Article; Dayaker, Gandrath; Sreeshailam, Aare; Ramana, D. Venkata; Chevallier, Floris; Roisnel, Thierry; Komagawa, Shinsuke; Takita, Ryo; Uchiyama, Masanobu; Krishna, Palakodety Radha; Mongin, Florence; Tetrahedron; vol. 70; 12; (2014); p. 2102 – 2117;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Downstream synthetic route of 108149-63-9

As the paragraph descriping shows that 108149-63-9 is playing an increasingly important role.

108149-63-9, (R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

108149-63-9, General procedure: To a stirred solution of 6 (0.100 g, 0.433 mmol), appropriate substituted phenol (0.649 mmol) and PPh3 (0.182 g,0.693 mmol) in anhydrous toluene (5 mL) was added DIAD(0.14 mL, 0.693 mmol) at 80 C. After 3 h, EtOAc (40 mL)was added to the resulting solution. The organic layer was washed with 0.5 M aqueous NaOH (40 mL) and water (2 X40 mL), dried over Na2SO4, filtered and concentrated. The residue was purified by flash silica gel column chromatography eluting with Hexanes/EtOAc (9:1) or (95:5) to afford compounds 7a-s.

As the paragraph descriping shows that 108149-63-9 is playing an increasingly important role.

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

 

Brief introduction of 108149-63-9

The synthetic route of 108149-63-9 has been constantly updated, and we look forward to future research findings.

108149-63-9, (R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of (R)-4-Hydroxymethyl-2,2-dimethyl-oxazolidine-3 -carboxylic acid tert-butylester (0.66 g, 2.86 mmol) and DMF was added NaH (14 mg, 2 equiv.). After 5 mm., 1-Bromo-4-fluorobenzene 99% (0.31 ml, 2.86 mmol) was added. The mixture was then warmed to 80 C. After 16 h, the flask was cooled and to it added water and extracted with EtAOc. The organic layers are washed with brine, dried over MgSO4, filtered and concentrated under reduced pressure. Flash column chromatography was carried out using Hexanes – EtOAc to isolate tert-butyl (R)-4-((4-bromophenoxy)methyl)-2,2-dimethyloxazolidine-3 -carboxylate. [M+ 11 = 387.3., 108149-63-9

The synthetic route of 108149-63-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GILEAD SCIENCES, INC.; AKTOUDIANAKIS, Evangelos; APPLEBY, Todd; CHO, Aesop; DU, Zhimin; GRAUPE, Michael; GUERRERO, Juan A.; JABRI, Salman Y.; LAD, Lateshkumar Thakorlal; MACHICAO TELLO, Paulo A.; MEDLEY, Jonathan William; METOBO, Samuel E.; MUKHERJEE, Prasenjit Kumar; NADUTHAMBI, Devan; NOTTE, Gregory; PARKHILL, Eric Q.; PHILLIPS, Barton W.; SIMONOVICH, Scott Preston; SQUIRES, Neil H.; VENKATARAMANI, Chandrasekar; WANG, Peiyuan; WATKINS, William J.; XU, Jie; YANG, Kin Shing; ZIEBENHAUS, Christopher Allen; (724 pag.)WO2018/195321; (2018); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Simple exploration of 108149-63-9

108149-63-9 (R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate 11053464, aoxazolidine compound, is more and more widely used in various.

108149-63-9, (R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2,3-Dichloro-A/’-(5-chloro-3-methoxypyrazmyl)-A^-[[2-(trimethylsilyl)ethoxy]methyl]-benzenesulfonamide (0.25g) and (4108149-63-9

108149-63-9 (R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate 11053464, aoxazolidine compound, is more and more widely used in various.

Reference£º
Patent; ASTRAZENECA AB; WO2004/108692; (2004); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Downstream synthetic route of 108149-63-9

As the paragraph descriping shows that 108149-63-9 is playing an increasingly important role.

108149-63-9, (R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

108149-63-9, General procedure: To a stirred solution of 35 (0.300g, 1.30mmol), appropriate hydroxypyridine (0.247g, 2.60mmol) and PPh3 (0.681g, 2.60mmol) in anhydrous THF (15mL) was added DIAD 95% (0.54mL, 2.60mmol) at 80C. After 3h, the mixture was concentrated under reduced pressure and EtOAc (100mL) was added. The organic layer was extracted with cold 0.1M aqueous HCl (2¡Á40mL). 1 M aqueous NaOH (60mL) was added to the aqueous layer and the resulting mixture was extracted with EtOAc (2¡Á100mL). The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by flash silica gel column chromatography eluting with Hexanes/EtOAc (7:3). 4.10.1 1,1-Dimethylethyl (S)-2,2-dimethyl-4-[[(3-pyridyl)oxy]methyl]-3-oxazolidinecarboxylate (15) Yellow oil. 53% yield: [alpha]D25+58 [alpha]D25+58 (c 3.46, CH2Cl2); IR v 3058, 2979, 2936, 2880, 1689, 1575, 1477, 1427, 1385, 1376, 1365cm-1; 1H NMR (200MHz, CDCl3) delta (ppm): 8.29-8.18 (m, 2H, Ar), 7.25-7.13 (m, 2H, Ar), 4.23-3.87 (m, 5H, CHN, CH2O, CH2OAr), 1.58, 1.53, 1.46 (s, 15H, CH3, C(CH3)3); 13C NMR (50MHz, CDCl3) delta (ppm) major rotamer: 154.57 (Ar), 152.21 (C=O), 142.07, 138.32, 123.71, 120.69 (Ar), 93.49 (C), 80.58 (C(CH3)3), 66.17, 65.00 (CH2O, CH2OAr), 55.79 (CHN), 28.29 (C(CH3)3), 27.41, 24.12 (CH3). HRMS (m/z): [MH+] calcd for C16H25N2O4, 309.1809; found, 309.1818.

As the paragraph descriping shows that 108149-63-9 is playing an increasingly important role.

Reference£º
Article; Andrade, Saulo F.; Oliveira, Barbara G.; Pereira, Larissa C.; Ramos, Jonas P.; Joaquim, Angelica R.; Steppe, Martin; Souza-Fagundes, Elaine M.; Alves, Ricardo J.; European Journal of Medicinal Chemistry; vol. 138; (2017); p. 13 – 25;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem

 

Simple exploration of 108149-63-9

108149-63-9 (R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate 11053464, aoxazolidine compound, is more and more widely used in various.

108149-63-9, (R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate 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%)., 108149-63-9

108149-63-9 (R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate 11053464, aoxazolidine compound, is more and more widely used in various.

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

 

Brief introduction of 108149-63-9

The synthetic route of 108149-63-9 has been constantly updated, and we look forward to future research findings.

108149-63-9, (R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate is a oxazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,108149-63-9

General procedure: To a stirred solution of 6 (0.100 g, 0.433 mmol), appropriate substituted phenol (0.649 mmol) and PPh3 (0.182 g,0.693 mmol) in anhydrous toluene (5 mL) was added DIAD(0.14 mL, 0.693 mmol) at 80 C. After 3 h, EtOAc (40 mL)was added to the resulting solution. The organic layer was washed with 0.5 M aqueous NaOH (40 mL) and water (2 X40 mL), dried over Na2SO4, filtered and concentrated. The residue was purified by flash silica gel column chromatography eluting with Hexanes/EtOAc (9:1) or (95:5) to afford compounds 7a-s.

The synthetic route of 108149-63-9 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

 

Analyzing the synthesis route of 108149-63-9

The synthetic route of 108149-63-9 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.108149-63-9,(R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate,as a common compound, the synthetic route is as follows.,108149-63-9

General procedure: To a stirred solution of 35 (0.300g, 1.30mmol), appropriate hydroxypyridine (0.247g, 2.60mmol) and PPh3 (0.681g, 2.60mmol) in anhydrous THF (15mL) was added DIAD 95% (0.54mL, 2.60mmol) at 80C. After 3h, the mixture was concentrated under reduced pressure and EtOAc (100mL) was added. The organic layer was extracted with cold 0.1M aqueous HCl (2¡Á40mL). 1 M aqueous NaOH (60mL) was added to the aqueous layer and the resulting mixture was extracted with EtOAc (2¡Á100mL). The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by flash silica gel column chromatography eluting with Hexanes/EtOAc (7:3).

The synthetic route of 108149-63-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Andrade, Saulo F.; Oliveira, Barbara G.; Pereira, Larissa C.; Ramos, Jonas P.; Joaquim, Angelica R.; Steppe, Martin; Souza-Fagundes, Elaine M.; Alves, Ricardo J.; European Journal of Medicinal Chemistry; vol. 138; (2017); p. 13 – 25;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem