Carbamic acid, [(1S)-3-[[(1S)-1-cyano-2-phenylethyl]amino]-2-hydroxy-3-oxo-1-(phenyl methyl)propyl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Carbamic acid, [(1S)-3-[[(1S)-1-cyano-2-phenylethyl]amino]-2-hydroxy-3-oxo-1-(phenyl methyl)propyl]-, 1,1-dimethylethyl ester
• CAS No.: 648433-96-9
• Molecular Formula: C24H29N3O4
• Molecular Weight: 423.512
• Mol file: 648433-96-9.mol

Synonyms:

Chemical Property of Carbamic acid, [(1S)-3-[[(1S)-1-cyano-2-phenylethyl]amino]-2-hydroxy-3-oxo-1-(phenyl methyl)propyl]-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Carbamic acid, [(1S)-3-[[(1S)-1-cyano-2-phenylethyl]amino]-2-hydroxy-3-oxo-1-(phenyl methyl)propyl]-, 1,1-dimethylethyl ester

There total 1 articles about Carbamic acid, [(1S)-3-[[(1S)-1-cyano-2-phenylethyl]amino]-2-hydroxy-3-oxo-1-(phenyl methyl)propyl]-, 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: 90.0%

3(S)-(N-tert-butoxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyric acid (191849-93-1) + 2(S)-(-)-amino-3-phenylpropionitrile trifluoroacetate → 2(S)-[3(S)-(N-tert-butyloxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyrylamino]-3-phenylpropionitrile (648433-96-9)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jm0301336

Reference yield:

2(S)-[3(S)-(N-tert-butyloxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyrylamino]-3-phenylpropionitrile (648433-96-9) → 2(S)-[3(S)-(N-Cbz-L-leucylamino)-2(R,S)-hydroxy-4-phenylbutyrylamino]-3-phenylpropionitrile (648433-97-0)

Guidance literature:

Multi-step reaction with 2 steps

1: TFA

2: 88 percent / EDC; HOBT; NMM / dimethylformamide / 20 °C

With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In N,N-dimethyl-formamide;

DOI:10.1021/jm0301336

Reference yield:

2(S)-[3(S)-(N-tert-butyloxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyrylamino]-3-phenylpropionitrile (648433-96-9) → {(S)-1-[(S)-1-Benzyl-2-((S)-1-carbamimidoyl-2-phenyl-ethylcarbamoyl)-2-oxo-ethylcarbamoyl]-3-methyl-butyl}-carbamic acid benzyl ester

Guidance literature:

Multi-step reaction with 4 steps

1: TFA

2: 88 percent / EDC; HOBT; NMM / dimethylformamide / 20 °C

3: 98 percent / N-acetylcysteine; NH₄OAc / methanol / 16 h / 50 °C

4: 62 percent / pyridinium trifluoroacetate; EDC; DMSO / toluene / 2 h / 20 °C

With 4-methyl-morpholine; N-Acetylcysteine; ammonium acetate; pyridinium trifluroacetate; benzotriazol-1-ol; dimethyl sulfoxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In methanol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm0301336

upstream raw materials:

3(S)-(N-tert-butoxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyric acid

Downstream raw materials:

2(S)-[3(S)-(N-Cbz-L-leucylamino)-2(R,S)-hydroxy-4-phenylbutyrylamino]-3-phenylpropionitrile

2(S)-[3(S)-(N-Cbz-L-leucylamino)-2(R,S)-hydroxy-4-phenylbutyrylamino]-1-amidino-3-phenylpropane