3(R)-<<<1-(benzyloxycarbonyl)-2(S)-pyrrolidinyl>carbonyl>amino>-2-oxo-1-perhydroazepineacetamide

Base Information

• Chemical Name: 3(R)-<<<1-(benzyloxycarbonyl)-2(S)-pyrrolidinyl>carbonyl>amino>-2-oxo-1-perhydroazepineacetamide
• CAS No.: 146349-31-7
• Molecular Formula: C₂₁H₂₈N₄O₅
• Molecular Weight: 416.477
• Mol file: 146349-31-7.mol

Synonyms:3(R)-<<<1-(benzyloxycarbonyl)-2(S)-pyrrolidinyl>carbonyl>amino>-2-oxo-1-perhydroazepineacetamide

Chemical Property of 3(R)-<<<1-(benzyloxycarbonyl)-2(S)-pyrrolidinyl>carbonyl>amino>-2-oxo-1-perhydroazepineacetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3(R)-<<<1-(benzyloxycarbonyl)-2(S)-pyrrolidinyl>carbonyl>amino>-2-oxo-1-perhydroazepineacetamide

There total 7 articles about 3(R)-<<<1-(benzyloxycarbonyl)-2(S)-pyrrolidinyl>carbonyl>amino>-2-oxo-1-perhydroazepineacetamide 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: 98.6%

methyl 3(R)-<<<1-(benzyloxycarbonyl)-2(S)-pyrrolidinyl>carbonyl>amino>-2-oxo-1-perhydroazepineacetate (146349-40-8) → 3(R)-<<<1-(benzyloxycarbonyl)-2(S)-pyrrolidinyl>carbonyl>amino>-2-oxo-1-perhydroazepineacetamide (146349-31-7)

Guidance literature:

With ammonia; for 60h; Ambient temperature;

DOI:10.1021/jm00054a010

Reference yield:

Cbz-L-Pro-OCO2-i-Bu (105414-01-5,102988-94-3) → 3(R)-<<<1-(benzyloxycarbonyl)-2(S)-pyrrolidinyl>carbonyl>amino>-2-oxo-1-perhydroazepineacetamide (146349-31-7)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / tetrahydrofuran; dimethylformamide / a) -20 deg C, 2 h, b) RT, 2 h

2: 98.6 percent / methanolic ammonia / 60 h / Ambient temperature

With ammonia; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm00054a010

Reference yield:

(R)-3-amino-azepan-2-one (28957-33-7) → 3(R)-<<<1-(benzyloxycarbonyl)-2(S)-pyrrolidinyl>carbonyl>amino>-2-oxo-1-perhydroazepineacetamide (146349-31-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 85.6 percent / Et₃N / H₂O; dioxane / 18 h / Ambient temperature

2: 1.) NaH / 1.) THF, 30 min, 2.) THF, a) 4 deg C, 4 h, b) RT, 12 h

3: 98.9 percent / 4 N HCl / dioxane / 1.5 h

4: Et₃N / tetrahydrofuran; dimethylformamide / a) -20 deg C, 2 h, b) RT, 2 h

5: 98.6 percent / methanolic ammonia / 60 h / Ambient temperature

With hydrogenchloride; ammonia; sodium hydride; triethylamine; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00054a010

upstream raw materials:

methyl 3(R)-<<<1-(benzyloxycarbonyl)-2(S)-pyrrolidinyl>carbonyl>amino>-2-oxo-1-perhydroazepineacetate

Cbz-L-Pro-OCO₂-i-Bu

(R)-3-amino-azepan-2-one

3(R)--2-oxoperhydroazepine

Refernces