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

Base Information

• Chemical Name: benzyloxycarbonyl-α-tert-butyl-L-aspartyl-β-L-phenylalanine amide
• CAS No.: 81092-90-2
• Molecular Formula: C₂₅H₃₁N₃O₆
• Molecular Weight: 469.538
• Mol file: 81092-90-2.mol

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

Chemical Property of benzyloxycarbonyl-α-tert-butyl-L-aspartyl-β-L-phenylalanine amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyloxycarbonyl-α-tert-butyl-L-aspartyl-β-L-phenylalanine amide

There total 5 articles about benzyloxycarbonyl-α-tert-butyl-L-aspartyl-β-L-phenylalanine amide 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: 91.0%

benzyloxycarbonyl-L-aspartic acid α-tert-butyl β-p-nitrophenyl ester (6997-15-5) + L-phenylalanine amide trifluoroacetate (81092-89-9) → benzyloxycarbonyl-α-tert-butyl-L-aspartyl-β-L-phenylalanine amide (81092-90-2)

Guidance literature:

With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1021/jm00347a019

Reference yield: 74.3%

(S)-2-amino-3-phenylpropionamide hydrochloride (65864-22-4) + Z-Asp(OSu)-OBut (87379-89-3) → benzyloxycarbonyl-α-tert-butyl-L-aspartyl-β-L-phenylalanine amide (81092-90-2)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide;

Reference yield:

(S)-2-benzyloxycarbonylamino-succinic acid 1-tert-butyl ester (47307-26-6,149967-07-7) → benzyloxycarbonyl-α-tert-butyl-L-aspartyl-β-L-phenylalanine amide (81092-90-2)

Guidance literature:

Multi-step reaction with 2 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

With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm00347a019

upstream raw materials:

L-Phenylalanine amide

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

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

L-phenylalanine amide trifluoroacetate

Downstream raw materials:

Asp(Phe-NH₂)

Z-Asp(Phe-NH₂)-OH

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

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