(S)-2-benzyloxycarbonylamino-4-oxo-4-phenyl-butanoyl azetidine

Base Information

• Chemical Name: (S)-2-benzyloxycarbonylamino-4-oxo-4-phenyl-butanoyl azetidine
• CAS No.: 221122-69-6
• Molecular Formula: C₂₁H₂₂N₂O₄
• Molecular Weight: 366.417
• Mol file: 221122-69-6.mol

Synonyms:

Chemical Property of (S)-2-benzyloxycarbonylamino-4-oxo-4-phenyl-butanoyl azetidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-benzyloxycarbonylamino-4-oxo-4-phenyl-butanoyl azetidine

There total 4 articles about (S)-2-benzyloxycarbonylamino-4-oxo-4-phenyl-butanoyl azetidine 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:

benzyl chloroformate (501-53-1,94274-21-2) → (S)-2-benzyloxycarbonylamino-4-oxo-4-phenyl-butanoyl azetidine (221122-69-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / aq. NaOH / 48 h / Ambient temperature

2: 1.) TBTU, EtN(i-Pr)2 / 1.) CH₂Cl₂, 0 deg C, 15 min, 2.) CH₂Cl₂, 0 deg C

With sodium hydroxide; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine;

DOI:10.1016/S0957-4166(98)00472-8

Reference yield:

(S)-2-amino-4-oxo-4-phenyl-butanoic acid (119817-54-8) → (S)-2-benzyloxycarbonylamino-4-oxo-4-phenyl-butanoyl azetidine (221122-69-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / aq. NaOH / 48 h / Ambient temperature

2: 1.) TBTU, EtN(i-Pr)2 / 1.) CH₂Cl₂, 0 deg C, 15 min, 2.) CH₂Cl₂, 0 deg C

With sodium hydroxide; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine;

DOI:10.1016/S0957-4166(98)00472-8

Reference yield:

(S)-2-trifluoroacetylamino-4-oxo-4-phenyl-butanoic acid (200730-99-0) → (S)-2-benzyloxycarbonylamino-4-oxo-4-phenyl-butanoyl azetidine (221122-69-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / aq. NaOH / 4 h / 0 °C

2: 75 percent / aq. NaOH / 48 h / Ambient temperature

3: 1.) TBTU, EtN(i-Pr)2 / 1.) CH₂Cl₂, 0 deg C, 15 min, 2.) CH₂Cl₂, 0 deg C

With sodium hydroxide; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine;

DOI:10.1016/S0957-4166(98)00472-8

upstream raw materials:

azetidine hydrochloride

(S)-2-benzyloxycarbonylamino-4-oxo-4-phenyl-butanoic acid

benzyl chloroformate

(S)-2-amino-4-oxo-4-phenyl-butanoic acid