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

Base Information

• Chemical Name: benzyl (4S)-4-tert-butoxycarbonylaminoazepane-1-carboxylate
• CAS No.: 1017575-40-4
• Molecular Formula: C₁₉H₂₈N₂O₄
• Molecular Weight: 348.442
• Mol file: 1017575-40-4.mol

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

Chemical Property of benzyl (4S)-4-tert-butoxycarbonylaminoazepane-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl (4S)-4-tert-butoxycarbonylaminoazepane-1-carboxylate

There total 2 articles about benzyl (4S)-4-tert-butoxycarbonylaminoazepane-1-carboxylate 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: 82.0%

C14H20N2O2*ClH (1017575-77-7) + di-tert-butyl dicarbonate (24424-99-5) → benzyl (4S)-4-tert-butoxycarbonylaminoazepane-1-carboxylate (1017575-40-4)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; Product distribution / selectivity;

Reference yield: 82.0%

benzyl (4S)-4-aminoazepane-1-carboxylate (1017575-23-3) + di-tert-butyl dicarbonate (24424-99-5) → benzyl (4S)-4-tert-butoxycarbonylaminoazepane-1-carboxylate (1017575-40-4)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2011.05.065

Reference yield:

benzyl (4S)-4-tert-butoxycarbonylaminoazepane-1-carboxylate (1017575-40-4) → (4S)-1-(2-(benzyloxycarbonylamino)ethyl)azepan-4-aminium trifluoroacetate (1017575-63-1)

Guidance literature:

Multi-step reaction with 3 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

3: dichloromethane

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

DOI:10.1016/j.bmcl.2011.05.065

upstream raw materials:

C₁₄H₂₀N₂O₂*ClH

di-tert-butyl dicarbonate

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

Downstream raw materials:

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

(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