(S)-2-Amino-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid tert-butyl ester

Base Information

• Chemical Name: (S)-2-Amino-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid tert-butyl ester
• CAS No.: 81092-91-3
• Molecular Formula: C₁₇H₂₅N₃O₄
• Molecular Weight: 335.403
• Mol file: 81092-91-3.mol

Synonyms:(S)-2-Amino-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid tert-butyl ester

Chemical Property of (S)-2-Amino-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-Amino-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid tert-butyl ester

There total 3 articles about (S)-2-Amino-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid tert-butyl 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:

benzyloxycarbonyl-α-tert-butyl-L-aspartyl-β-L-phenylalanine amide (81092-90-2) → (S)-2-Amino-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid tert-butyl ester (81092-91-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00347a019

Reference yield:

(S)-2-benzyloxycarbonylamino-succinic acid 1-tert-butyl ester (47307-26-6,149967-07-7) → (S)-2-Amino-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid tert-butyl ester (81092-91-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 71 percent / dicyclohexylcarbodiimide / ethyl acetate / 1.) 0 deg C, 0.5 h, 2.) RT, 12 h

2: 91 percent / diisopropylethylamine (DIEA), hydroxybenzotriazole (HOBt) / dimethylformamide / Ambient temperature

3: H₂ / 10percent Pd/C / ethanol; dimethylformamide

With hydrogen; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In ethanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm00347a019

Reference yield:

benzyloxycarbonyl-L-aspartic acid α-tert-butyl β-p-nitrophenyl ester (6997-15-5) → (S)-2-Amino-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid tert-butyl ester (81092-91-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / diisopropylethylamine (DIEA), hydroxybenzotriazole (HOBt) / dimethylformamide / Ambient temperature

2: H₂ / 10percent Pd/C / ethanol; dimethylformamide

With hydrogen; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00347a019

upstream raw materials:

benzyloxycarbonyl-α-tert-butyl-L-aspartyl-β-L-phenylalanine amide

(S)-2-benzyloxycarbonylamino-succinic acid 1-tert-butyl ester

benzyloxycarbonyl-L-aspartic acid α-tert-butyl β-p-nitrophenyl ester

Downstream raw materials:

tert-butyloxycarbonyl-L-methionylglycyl-L-tryptophyl-L-methionyl-α-tert-butyl-L-aspartyl-β-L-phenylalanine amide

benzyloxycarbonyl-L-tyrosyl-L-methionylglycyl-L-tryptophyl-L-methionyl-L-aspartyl-β-L-phenylalanine amide

benzyloxycarbonyl(O-sulfate)-L-tyrosyl-L-methionylglycyl-L-tryptophyl-L-methionyl-L-aspartyl-β-L-phenylalanine amide

benzyloxycarbonylglycyl-L-tryptophyl-L-methionyl-α-tert-butyl-L-aspartyl-β-L-phenylalanine amide