N-benzyloxycarbonyl-L-phenylalanylglycylglycine pentachlorophenyl ester

Base Information

• Chemical Name: N-benzyloxycarbonyl-L-phenylalanylglycylglycine pentachlorophenyl ester
• CAS No.: 75719-85-6
• Molecular Formula: C₂₇H₂₂Cl₅N₃O₆
• Molecular Weight: 661.753
• Mol file: 75719-85-6.mol

Synonyms:N-benzyloxycarbonyl-L-phenylalanylglycylglycine pentachlorophenyl ester

Chemical Property of N-benzyloxycarbonyl-L-phenylalanylglycylglycine pentachlorophenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-benzyloxycarbonyl-L-phenylalanylglycylglycine pentachlorophenyl ester

There total 1 articles about N-benzyloxycarbonyl-L-phenylalanylglycylglycine pentachlorophenyl 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: 74.0%

Pentachlorophenol (87-86-5,67471-28-7) + (5S)-5-benzyl-3,6,9-trioxo-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oic acid (37700-64-4) → N-benzyloxycarbonyl-L-phenylalanylglycylglycine pentachlorophenyl ester (75719-85-6)

Guidance literature:

With dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(00)85517-2

Reference yield:

N-benzyloxycarbonyl-L-phenylalanylglycylglycine pentachlorophenyl ester (75719-85-6) → 2-O-(L-phenylalanylglycylglycyl)-D-glucopyranose

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide / 24 h / Ambient temperature

2: 80 percent / H₂ / 10percent Pd/C / acetic acid; 2-methoxy-ethanol / 24 h

With 1H-imidazole; hydrogen; palladium on activated charcoal; In 2-methoxy-ethanol; acetic acid; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(00)85517-2

Reference yield:

N-benzyloxycarbonyl-L-phenylalanylglycylglycine pentachlorophenyl ester (75719-85-6) → 1-O-(L-phenylalanylglycylglycyl)-β-D-glucopyranose mono-oxalate (75720-06-8)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide / 24 h / Ambient temperature

2: 92 percent / H₂ / 10percent Pd/C / acetic acid; 2-methoxy-ethanol / 20 h

With 1H-imidazole; hydrogen; palladium on activated charcoal; In 2-methoxy-ethanol; acetic acid; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(00)85517-2

upstream raw materials:

Pentachlorophenol

(5S)-5-benzyl-3,6,9-trioxo-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oic acid

Downstream raw materials:

2,3,4,6-tetra-O-benzyl-1-O-(N-benzyloxycarbonyl-L-phenylalanylglycylglycyl)-β-D-glucopyranose

2,3,4,6-tetra-O-benzyl-1-O-(N-benzyloxycarbonyl-L-phenylalanylglycylglycyl)-α-D-glucopyranose

1-O-(L-phenylalanylglycylglycyl)-β-D-glucopyranose mono-oxalate

1-O-(L-phenylalanylglycylglycyl)-α-D-glucopyranose trifluoroacetate