benzyl (2-((4S)-4-(tert-butoxycarbonylamino)azepan-1-yl)ethyl)carbamate

Base Information

• Chemical Name: benzyl (2-((4S)-4-(tert-butoxycarbonylamino)azepan-1-yl)ethyl)carbamate
• CAS No.: 1017575-48-2
• Molecular Formula: C₂₁H₃₃N₃O₄
• Molecular Weight: 391.511
• Mol file: 1017575-48-2.mol

Synonyms:benzyl (2-((4S)-4-(tert-butoxycarbonylamino)azepan-1-yl)ethyl)carbamate

Chemical Property of benzyl (2-((4S)-4-(tert-butoxycarbonylamino)azepan-1-yl)ethyl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl (2-((4S)-4-(tert-butoxycarbonylamino)azepan-1-yl)ethyl)carbamate

There total 4 articles about benzyl (2-((4S)-4-(tert-butoxycarbonylamino)azepan-1-yl)ethyl)carbamate 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:

(S)-tert-butyl azepan-4-ylcarbamate (1017575-47-1,1447823-06-4,454451-28-6) + N-benzyloxycarbonyl-2-iodo-ethylamine (68373-12-6) → benzyl (2-((4S)-4-(tert-butoxycarbonylamino)azepan-1-yl)ethyl)carbamate (1017575-48-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 - 50 ℃;

Reference yield:

benzyl (4S)-4-aminoazepane-1-carboxylate (1017575-23-3) → benzyl (2-((4S)-4-(tert-butoxycarbonylamino)azepan-1-yl)ethyl)carbamate (1017575-48-2)

Guidance literature:

Multi-step reaction with 3 steps

1: dmap; N-ethyl-N,N-diisopropylamine / tetrahydrofuran

2: 20% palladium hydroxide on carbon; hydrogen / methanol / 2068.65 Torr

3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 24 h / 20 °C

With dmap; 20% palladium hydroxide on carbon; hydrogen; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2011.05.065

Reference yield:

benzyl (4S)-4-tert-butoxycarbonylaminoazepane-1-carboxylate (1017575-40-4) → benzyl (2-((4S)-4-(tert-butoxycarbonylamino)azepan-1-yl)ethyl)carbamate (1017575-48-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 20% palladium hydroxide on carbon; hydrogen / methanol / 2068.65 Torr

2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 24 h / 20 °C

With 20% palladium hydroxide on carbon; hydrogen; N-ethyl-N,N-diisopropylamine; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2011.05.065

upstream raw materials:

(S)-tert-butyl azepan-4-ylcarbamate

N-benzyloxycarbonyl-2-iodo-ethylamine

benzyl (4S)-4-aminoazepane-1-carboxylate

benzyl (4S)-4-tert-butoxycarbonylaminoazepane-1-carboxylate

Downstream raw materials:

(4S)-1-(2-(benzyloxycarbonylamino)ethyl)azepan-4-aminium trifluoroacetate

benzyl (2-((4S)-4-(2,5-dioxopyrrolidin-1-yloxycarbonylamino)azepan-1-yl)ethyl)carbamate

(1S,5R)-2-((4S)-1-(2-(benzyloxycarbonylamino)ethyl)azepan-4-ylaminocarbonyl)-7-oxo-2,6-diazabicyclo[3.2.0]heptane-6-sulfonic acid