(S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-oxo-hexahydro-1H-azepine-1-acetic acid,phenylmethyl ester

Base Information

• Chemical Name: (S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-oxo-hexahydro-1H-azepine-1-acetic acid,phenylmethyl ester
• CAS No.: 93961-02-5
• Molecular Formula: C₂₀H₂₈N₂O₅
• Molecular Weight: 376.453
• Mol file: 93961-02-5.mol

Synonyms:(S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-oxo-hexahydro-1H-azepine-1-acetic acid,phenylmethyl ester

Chemical Property of (S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-oxo-hexahydro-1H-azepine-1-acetic acid,phenylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-oxo-hexahydro-1H-azepine-1-acetic acid,phenylmethyl ester

There total 10 articles about (S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-oxo-hexahydro-1H-azepine-1-acetic acid,phenylmethyl ester 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: 97.0%

tert-butyl N-[(3S)-2-oxoazepan-3-yl]carbamate (76944-95-1) + Benzyl bromoacetate (5437-45-6) → (S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-oxo-hexahydro-1H-azepine-1-acetic acid,phenylmethyl ester (93961-02-5)

Guidance literature:

tert-butyl N-[(3S)-2-oxoazepan-3-yl]carbamate; With lithium hexamethyldisilazane; In tetrahydrofuran; at 35 ℃;

Benzyl bromoacetate; In tetrahydrofuran; at 0 - 20 ℃; for 15h;

DOI:10.1016/S0960-894X(02)00010-0

Reference yield: 86.0%

→ (S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-oxo-hexahydro-1H-azepine-1-acetic acid,phenylmethyl ester (93961-02-5)

Guidance literature:

Reference yield:

2-aminocaprolactam (21568-87-6) → (S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-oxo-hexahydro-1H-azepine-1-acetic acid,phenylmethyl ester (93961-02-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 99 percent / K₂CO₃ / tetrahydrofuran / 18 h / 20 °C

2.1: LiHMDS / tetrahydrofuran / 35 °C

2.2: 97 percent / tetrahydrofuran / 15 h / 0 - 20 °C

With potassium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1016/S0960-894X(02)00010-0

upstream raw materials:

tert-butyl N-[(3S)-2-oxoazepan-3-yl]carbamate

Benzyl bromoacetate

{(S)-3-[tert-Butoxycarbonyl-(3-phenyl-propyl)-amino]-2-oxo-piperidin-1-yl}-acetic acid benzyl ester

di-tert-butyl dicarbonate

Downstream raw materials:

(S)-3-Amino-2-oxo-hexahydro-1H-azepine-1-acetic acid, phenylmethyl ester

(S)-3-<(tert-butoxycarbonyl)amino>-2-oxo-1-azepineacetic acid

2-[((S)-1-Carboxymethyl-2-oxo-azepan-3-ylsulfamoyl)-methyl]-benzoic acid methyl ester

2-[((S)-1-Benzyloxycarbonylmethyl-2-oxo-azepan-3-ylsulfamoyl)-methyl]-benzoic acid methyl ester