(S)-2-[((4S,5R)-2,4-Diphenyl-4,5-dihydro-oxazole-5-carbonyl)-amino]-propionic acid tert-butyl ester

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Chemical Name:(S)-2-[((4S,5R)-2,4-Diphenyl-4,5-dihydro-oxazole-5-carbonyl)-amino]-propionic acid tert-butyl ester
CAS No.:442850-40-0
Molecular Formula:C₂₃H₂₆N₂O₄
Molecular Weight:394.47
Hs Code.:

Synonyms:(S)-2-[((4S,5R)-2,4-Diphenyl-4,5-dihydro-oxazole-5-carbonyl)-amino]-propionic acid tert-butyl ester

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Chemical Property of (S)-2-[((4S,5R)-2,4-Diphenyl-4,5-dihydro-oxazole-5-carbonyl)-amino]-propionic acid tert-butyl ester

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Technology Process of (S)-2-[((4S,5R)-2,4-Diphenyl-4,5-dihydro-oxazole-5-carbonyl)-amino]-propionic acid tert-butyl ester

There total 4 articles about (S)-2-[((4S,5R)-2,4-Diphenyl-4,5-dihydro-oxazole-5-carbonyl)-amino]-propionic acid tert-butyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

: 13404-22-3
tert-butyl L-alaninate hydrochloride

: 274681-89-9
(2R,3S)-3-benzoylamino-2-methanesulfonyloxy-3-phenylpropanoic acid methyl ester

: 442850-40-0
(S)-2-[((4S,5R)-2,4-Diphenyl-4,5-dihydro-oxazole-5-carbonyl)-amino]-propionic acid tert-butyl ester

Guidance literature:: (2R,3S)-3-benzoylamino-2-methanesulfonyloxy-3-phenylpropanoic acid methyl ester; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In chloroform; for 2h; Heating;

With lithium hydroxide; In methanol; water; at 0 - 45 ℃;

tert-butyl L-alaninate hydrochloride; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; at 20 ℃; for 18h;
DOI:10.1016/S0040-4020(02)00175-8

Reference yield:

: 60512-85-8
(E)-isopropyl cinnamate

: 442850-40-0
(S)-2-[((4S,5R)-2,4-Diphenyl-4,5-dihydro-oxazole-5-carbonyl)-amino]-propionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 81 percent / K₂OsO₂(OH)4; (DHQ)2-PHAL; LiOH

2.1: aq. HCl / 20 h / Heating

2.2: 88 percent / Et₃N / CH₂Cl₂ / 0 - 20 °C

3.1: 93 percent / Et₃N / tetrahydrofuran / 0 - 20 °C

4.1: DBU / CHCl₃ / 2 h / Heating

4.2: LiOH / methanol; H₂O / 0 - 45 °C

4.3: 86 percent / HOBt*H₂O; DIEA; EDCI*HCl / tetrahydrofuran; CH₂Cl₂ / 18 h / 20 °C

With hydrogenchloride; lithium hydroxide; potassium dioxotetrahydroxoosmate(VI); (DHQ)2-PHAL; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; chloroform; 1.1: Sharpless aminohydroxylation;
DOI:10.1016/S0040-4020(02)00175-8

Reference yield:

: 32981-85-4
methyl (2R,3S)-3-benzoylamino-2-hydroxy-3-phenylpropanoate

: 442850-40-0
(S)-2-[((4S,5R)-2,4-Diphenyl-4,5-dihydro-oxazole-5-carbonyl)-amino]-propionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 93 percent / Et₃N / tetrahydrofuran / 0 - 20 °C

2.1: DBU / CHCl₃ / 2 h / Heating

2.2: LiOH / methanol; H₂O / 0 - 45 °C

2.3: 86 percent / HOBt*H₂O; DIEA; EDCI*HCl / tetrahydrofuran; CH₂Cl₂ / 18 h / 20 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; chloroform;
DOI:10.1016/S0040-4020(02)00175-8