tert-butyl 2(S)-3(RS)-hydroxy-4-oxo-4-(phenylethylamino)-1-phenylbutan-2-ylcarbamate

Base Information

• Chemical Name: tert-butyl 2(S)-3(RS)-hydroxy-4-oxo-4-(phenylethylamino)-1-phenylbutan-2-ylcarbamate
• CAS No.: 316830-80-5
• Molecular Formula: C₂₃H₃₀N₂O₄
• Molecular Weight: 398.502
• Mol file: 316830-80-5.mol

Synonyms:tert-butyl 2(S)-3(RS)-hydroxy-4-oxo-4-(phenylethylamino)-1-phenylbutan-2-ylcarbamate

Chemical Property of tert-butyl 2(S)-3(RS)-hydroxy-4-oxo-4-(phenylethylamino)-1-phenylbutan-2-ylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 2(S)-3(RS)-hydroxy-4-oxo-4-(phenylethylamino)-1-phenylbutan-2-ylcarbamate

There total 8 articles about tert-butyl 2(S)-3(RS)-hydroxy-4-oxo-4-(phenylethylamino)-1-phenylbutan-2-ylcarbamate 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:

3(S)-(N-tert-butoxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyric acid (191849-93-1) + phenethylamine (64-04-0) → tert-butyl 2(S)-3(RS)-hydroxy-4-oxo-4-(phenylethylamino)-1-phenylbutan-2-ylcarbamate (316830-80-5)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide;

DOI:10.1016/S0960-894X(00)00518-7

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 2(S)-3(RS)-hydroxy-4-oxo-4-(phenylethylamino)-1-phenylbutan-2-ylcarbamate (316830-80-5)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH / 2-methyl-propan-2-ol / 20 °C

2: EDC; HOBT; NMM / CH₂Cl₂ / 20 °C

With 4-methyl-morpholine; sodium hydroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; tert-butyl alcohol;

DOI:10.1021/jm050849w

Reference yield:

2(RS)-hydroxy-3(S)-amino-4-phenylbutanoic acid (209173-80-8) → tert-butyl 2(S)-3(RS)-hydroxy-4-oxo-4-(phenylethylamino)-1-phenylbutan-2-ylcarbamate (316830-80-5)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH / 2-methyl-propan-2-ol / 20 °C

2: EDC; HOBT; NMM / CH₂Cl₂ / 20 °C

With 4-methyl-morpholine; sodium hydroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; tert-butyl alcohol;

DOI:10.1021/jm050849w

upstream raw materials:

3(S)-(N-tert-butoxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyric acid

phenethylamine

di-tert-butyl dicarbonate

2(RS)-hydroxy-3(S)-amino-4-phenylbutanoic acid

Downstream raw materials:

[(1R,2R)-1-((S)-1-Benzyl-2-hydroxy-2-phenethylcarbamoyl-ethylcarbamoyl)-2-isopropyl-cyclopropyl]-carbamic acid benzyl ester

[(1R,2S)-1-((S)-1-Benzyl-2-hydroxy-2-phenethylcarbamoyl-ethylcarbamoyl)-2-isopropyl-cyclopropyl]-carbamic acid benzyl ester

[(1S,2R)-1-((S)-1-Benzyl-2-hydroxy-2-phenethylcarbamoyl-ethylcarbamoyl)-2-isopropyl-cyclopropyl]-carbamic acid benzyl ester

[(1S,2S)-1-((S)-1-Benzyl-2-hydroxy-2-phenethylcarbamoyl-ethylcarbamoyl)-2-isopropyl-cyclopropyl]-carbamic acid benzyl ester