(S)-hexahydro-2,2-dimethyl-7-oxo-6-[(phenylmethoxy)carbonylamino]-1H-azepine-1-acetic acid 1,1-dimethylethyl ester

Base Information

• Chemical Name: (S)-hexahydro-2,2-dimethyl-7-oxo-6-[(phenylmethoxy)carbonylamino]-1H-azepine-1-acetic acid 1,1-dimethylethyl ester
• CAS No.: 606147-29-9
• Molecular Formula: C₂₂H₃₂N₂O₅
• Molecular Weight: 404.506
• Mol file: 606147-29-9.mol

Synonyms:(S)-hexahydro-2,2-dimethyl-7-oxo-6-[(phenylmethoxy)carbonylamino]-1H-azepine-1-acetic acid 1,1-dimethylethyl ester

Chemical Property of (S)-hexahydro-2,2-dimethyl-7-oxo-6-[(phenylmethoxy)carbonylamino]-1H-azepine-1-acetic acid 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-hexahydro-2,2-dimethyl-7-oxo-6-[(phenylmethoxy)carbonylamino]-1H-azepine-1-acetic acid 1,1-dimethylethyl ester

There total 1 articles about (S)-hexahydro-2,2-dimethyl-7-oxo-6-[(phenylmethoxy)carbonylamino]-1H-azepine-1-acetic acid 1,1-dimethylethyl 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: 92.0%

N6-[2-(1,1-dimethylethoxy)-2-oxoethyl]-6,6-dimethyl-N2-[(phenylmethoxy)carbonyl]-L-lysine monohydrochloride → (S)-hexahydro-2,2-dimethyl-7-oxo-6-[(phenylmethoxy)carbonylamino]-1H-azepine-1-acetic acid 1,1-dimethylethyl ester (606147-29-9)

Guidance literature:

With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 2h;

DOI:10.1021/ol0352308

Reference yield:

(S)-hexahydro-2,2-dimethyl-7-oxo-6-[(phenylmethoxy)carbonylamino]-1H-azepine-1-acetic acid 1,1-dimethylethyl ester (606147-29-9) → 6-[[2-(acetylthio)-1-oxo-3-phenylpropyl]amino]hexahydro-2,2-dimethyl-7-oxo-1H-azepine-1-acetic acid (229976-40-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / H₂ / Pd(OH)2 / methanol / 4 h

2: 93 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 2.5 h

3: 93 percent / CF₃CO₂H / CH₂Cl₂ / 5 h / 25 °C

With hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; palladium dihydroxide; In methanol; dichloromethane;

DOI:10.1021/ol0352308

Reference yield:

(S)-hexahydro-2,2-dimethyl-7-oxo-6-[(phenylmethoxy)carbonylamino]-1H-azepine-1-acetic acid 1,1-dimethylethyl ester (606147-29-9) → 6-[[2-(acetylthio)-1-oxo-3-phenylpropyl]amino]hexahydro-2,2-dimethyl-7-oxo-1H-azepine-1-acetic acid 1,1-dimethylethyl ester (229976-39-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / H₂ / Pd(OH)2 / methanol / 4 h

2: 93 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 2.5 h

With hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium dihydroxide; In methanol; dichloromethane;

DOI:10.1021/ol0352308

Downstream raw materials:

[14C]-Gemopatrilat

6-[[2-(acetylthio)-1-oxo-3-phenylpropyl]amino]hexahydro-2,2-dimethyl-7-oxo-1H-azepine-1-acetic acid

6-[[2-(acetylthio)-1-oxo-3-phenylpropyl]amino]hexahydro-2,2-dimethyl-7-oxo-1H-azepine-1-acetic acid 1,1-dimethylethyl ester