1H-Azepine-1-acetamide, N-[(1S)-4-[(aminoiminomethyl)amino]-1-(2-thiazolylcarbonyl)butyl]hexahydro-2-oxo-3-[[(phenylmethyl)sulfonyl]amino]-, (3S)-

Base Information

• Chemical Name: 1H-Azepine-1-acetamide, N-[(1S)-4-[(aminoiminomethyl)amino]-1-(2-thiazolylcarbonyl)butyl]hexahydro-2-oxo-3-[[(phenylmethyl)sulfonyl]amino]-, (3S)-
• CAS No.: 549506-83-4
• Molecular Formula: C₂₄H₃₃N₇O₅S₂
• Molecular Weight: 563.702
• Mol file: 549506-83-4.mol

Synonyms:2-[(3S)-3-(benzylsulfonylamino)-2-oxoazepan-1-yl]-N-[(2S)-5-(diaminomethylideneamino)-1-oxo-1-(1,3-thiazol-2-yl)pentan-2-yl]acetamide;1H-Azepine-1-acetaMide, N-[(1S)-4-[(aMinoiMinoMethyl)aMino]-1-(2-thiazolylcarbonyl)butyl]hexahydro-2-oxo-3-[[(phenylMethyl)sulfonyl]aMino]-, (3S)-

Chemical Property of 1H-Azepine-1-acetamide, N-[(1S)-4-[(aminoiminomethyl)amino]-1-(2-thiazolylcarbonyl)butyl]hexahydro-2-oxo-3-[[(phenylmethyl)sulfonyl]amino]-, (3S)-

Chemical Property:

• PSA: 227.55000
• LogP: 4.01540

Purity/Quality:

(3S)-N-[(1S)-4-[(AMINOIMINOMETHYL)AMINO]-1-(2-THIAZOLYLCARBONYL)BUTYL]HEXAHYDRO-2-OXO-3-[[(PHENYLMETHYL)SULFONYL]AMINO]-1H-AZEPINE-1-ACETAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Azepine-1-acetamide, N-[(1S)-4-[(aminoiminomethyl)amino]-1-(2-thiazolylcarbonyl)butyl]hexahydro-2-oxo-3-[[(phenylmethyl)sulfonyl]amino]-, (3S)-

There total 7 articles about 1H-Azepine-1-acetamide, N-[(1S)-4-[(aminoiminomethyl)amino]-1-(2-thiazolylcarbonyl)butyl]hexahydro-2-oxo-3-[[(phenylmethyl)sulfonyl]amino]-, (3S)- 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)-3-Amino-2-oxo-hexahydro-1H-azepine-1-acetic acid, phenylmethyl ester (93961-03-6) → N-[(S)-4-Guanidino-1-(thiazole-2-carbonyl)-butyl]-2-((S)-2-oxo-3-phenylmethanesulfonylamino-azepan-1-yl)-acetamide (549506-83-4)

Guidance literature:

Multi-step reaction with 4 steps

1: DIEA / CH₂Cl₂ / -78 °C

2: H₂ / 10 percent Pd/C / ethanol

3: BOP; DIEA / dimethylformamide

4: HF

With hydrogen fluoride; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(02)01037-5

Reference yield:

((S)-2-Oxo-3-phenylmethanesulfonylamino-azepan-1-yl)-acetic acid benzyl ester (174960-89-5) → N-[(S)-4-Guanidino-1-(thiazole-2-carbonyl)-butyl]-2-((S)-2-oxo-3-phenylmethanesulfonylamino-azepan-1-yl)-acetamide (549506-83-4)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / 10 percent Pd/C / ethanol

2: BOP; DIEA / dimethylformamide

3: HF

With hydrogen fluoride; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(02)01037-5

Reference yield:

(3S)-3-(9-fluorenylmethoxycarbonylamino)-2-oxoperhydroazepine-1-acetic acid (142855-79-6) → N-[(S)-4-Guanidino-1-(thiazole-2-carbonyl)-butyl]-2-((S)-2-oxo-3-phenylmethanesulfonylamino-azepan-1-yl)-acetamide (549506-83-4)

Guidance literature:

Multi-step reaction with 6 steps

1: DIEA / dimethylformamide

2: piperidine / dimethylformamide

3: DIEA / CH₂Cl₂ / -78 °C

4: H₂ / 10 percent Pd/C / ethanol

5: BOP; DIEA / dimethylformamide

6: HF

With piperidine; hydrogen fluoride; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(02)01037-5

upstream raw materials:

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

((S)-2-Oxo-3-phenylmethanesulfonylamino-azepan-1-yl)-acetic acid benzyl ester

(3S)-hexahydro-2-oxo-3-[[(phenylmethyl)sulfonyl]amino]-1H-azepine-1-acetic acid

(3S)-3-(9-fluorenylmethoxycarbonylamino)-2-oxoperhydroazepine-1-acetic acid