6-(benzyloxycarbonyl-O-benzyl-L-tyrosyl)aminohexanoyl-L-phenylalanyl-L-leucine benzyl ester

Base Information

• Chemical Name: 6-(benzyloxycarbonyl-O-benzyl-L-tyrosyl)aminohexanoyl-L-phenylalanyl-L-leucine benzyl ester
• CAS No.: 80977-34-0
• Molecular Formula: C₅₂H₆₀N₄O₈
• Molecular Weight: 869.07

Synonyms:6-(benzyloxycarbonyl-O-benzyl-L-tyrosyl)aminohexanoyl-L-phenylalanyl-L-leucine benzyl ester

Chemical Property of 6-(benzyloxycarbonyl-O-benzyl-L-tyrosyl)aminohexanoyl-L-phenylalanyl-L-leucine benzyl ester

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Technology Process of 6-(benzyloxycarbonyl-O-benzyl-L-tyrosyl)aminohexanoyl-L-phenylalanyl-L-leucine benzyl ester

There total 5 articles about 6-(benzyloxycarbonyl-O-benzyl-L-tyrosyl)aminohexanoyl-L-phenylalanyl-L-leucine benzyl 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: 94.0%

(S)-benzyl 2-((S)-2-amino-3-phenylpropanamido)-4-methylpentanoate hydrochloride (73994-87-3) + 6-(benzyloxycarbonyl-O-benzyl-L-tyrosyl)aminohexanoic acid p-nitrophenyl ester (80977-33-9) → 6-(benzyloxycarbonyl-O-benzyl-L-tyrosyl)aminohexanoyl-L-phenylalanyl-L-leucine benzyl ester (80977-34-0)

Guidance literature:

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

DOI:10.1071/CH9812439

Reference yield:

N-benzyloxycarbonyl-O-benzyl-L-tyrosine (86827-18-1,92455-53-3,16677-29-5) → 6-(benzyloxycarbonyl-O-benzyl-L-tyrosyl)aminohexanoyl-L-phenylalanyl-L-leucine benzyl ester (80977-34-0)

Guidance literature:

Multi-step reaction with 3 steps

1: N-methylmorpholine / acetonitrile / 0.17 h / -15 °C

2: N-methylmorpholine / acetonitrile

3: 94 percent / Et₃N / dimethylformamide / Ambient temperature

With 4-methyl-morpholine; triethylamine; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1071/CH9812439

Reference yield:

6-(2-Nitro-phenylsulfanylamino)-hexanoic acid 4-nitro-phenyl ester (80977-13-5) → 6-(benzyloxycarbonyl-O-benzyl-L-tyrosyl)aminohexanoyl-L-phenylalanyl-L-leucine benzyl ester (80977-34-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / 1 M methanolic HCl

2: N-methylmorpholine / acetonitrile

3: 94 percent / Et₃N / dimethylformamide / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; triethylamine; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1071/CH9812439

upstream raw materials:

(S)-benzyl 2-((S)-2-amino-3-phenylpropanamido)-4-methylpentanoate hydrochloride

6-(benzyloxycarbonyl-O-benzyl-L-tyrosyl)aminohexanoic acid p-nitrophenyl ester

N-benzyloxycarbonyl-O-benzyl-L-tyrosine

6-(2-Nitro-phenylsulfanylamino)-hexanoic acid 4-nitro-phenyl ester

Downstream raw materials:

(S)-2-((S)-2-{6-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-hexanoylamino}-3-phenyl-propionylamino)-4-methyl-pentanoic acid

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