N-benzyloxycarbonyl-(2S)-aminobutyryl-(2R/S)-perhydroazepinecarboxylic acid n-butylamide

Base Information

• Chemical Name: N-benzyloxycarbonyl-(2S)-aminobutyryl-(2R/S)-perhydroazepinecarboxylic acid n-butylamide
• CAS No.: 869307-77-7
• Molecular Formula: C₂₃H₃₅N₃O₄
• Molecular Weight: 417.549
• Mol file: 869307-77-7.mol

Synonyms:N-benzyloxycarbonyl-(2S)-aminobutyryl-(2R/S)-perhydroazepinecarboxylic acid n-butylamide

Chemical Property of N-benzyloxycarbonyl-(2S)-aminobutyryl-(2R/S)-perhydroazepinecarboxylic acid n-butylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-benzyloxycarbonyl-(2S)-aminobutyryl-(2R/S)-perhydroazepinecarboxylic acid n-butylamide

There total 5 articles about N-benzyloxycarbonyl-(2S)-aminobutyryl-(2R/S)-perhydroazepinecarboxylic acid n-butylamide 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: 52.0%

N-benzyloxycarbonyl-(2S)-aminobutyryl-(2R/S)-perhydroazepinecarboxylic acid (869307-76-6) + N-butylamine (109-73-9,85404-21-3) → N-benzyloxycarbonyl-(2S)-aminobutyryl-(2R/S)-perhydroazepinecarboxylic acid n-butylamide (869307-77-7)

Guidance literature:

N-benzyloxycarbonyl-(2S)-aminobutyryl-(2R/S)-perhydroazepinecarboxylic acid; With N-ethylmorpholine;; isobutyl chloroformate; In tetrahydrofuran; for 0.5h;

N-butylamine; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/jm0500830

Reference yield:

(7R,10R)-10-tert-butyl-9-methyl-1,9-diazabicyclo[5.3.0]decan-8-one → N-benzyloxycarbonyl-(2S)-aminobutyryl-(2R/S)-perhydroazepinecarboxylic acid n-butylamide (869307-77-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 34 percent / aq. HCl / 3 h / 180 °C

2.1: 100 percent / Et₃N / dimethylformamide / 120 h / 20 °C

3.1: isobutyl chloroformate; N-ethylmorpholine / tetrahydrofuran / 0.5 h

3.2: 52 percent / tetrahydrofuran / 20 °C

With N-ethylmorpholine;; hydrogenchloride; triethylamine; isobutyl chloroformate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm0500830

Reference yield:

N-benzyloxycarbonyl-(2S)-aminobutyric acid 3,4-dihydro-4-oxo-1,2,3-benzotriazine ester (869307-75-5) → N-benzyloxycarbonyl-(2S)-aminobutyryl-(2R/S)-perhydroazepinecarboxylic acid n-butylamide (869307-77-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 100 percent / Et₃N / dimethylformamide / 120 h / 20 °C

2.1: isobutyl chloroformate; N-ethylmorpholine / tetrahydrofuran / 0.5 h

2.2: 52 percent / tetrahydrofuran / 20 °C

With N-ethylmorpholine;; triethylamine; isobutyl chloroformate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm0500830

upstream raw materials:

N-benzyloxycarbonyl-(2S)-aminobutyryl-(2R/S)-perhydroazepinecarboxylic acid

N-butylamine

N-benzyloxycarbonyl-(2S)-aminobutyric acid 3,4-dihydro-4-oxo-1,2,3-benzotriazine ester

(S)-2-(((benzyloxy)carbonyl)amino)butanoic acid