N-benzyloxycarbonyl-O-benzyl-(Z)dehydrotyrosine-glycyl-glycyl-(S)phenylalanyl-(S)leucine methyl ester

Base Information

Chemical Name:N-benzyloxycarbonyl-O-benzyl-(Z)dehydrotyrosine-glycyl-glycyl-(S)phenylalanyl-(S)leucine methyl ester
CAS No.:145763-40-2
Molecular Formula:C₄₄H₄₉N₅O₉
Molecular Weight:791.901
Hs Code.:

Synonyms:N-benzyloxycarbonyl-O-benzyl-(Z)dehydrotyrosine-glycyl-glycyl-(S)phenylalanyl-(S)leucine methyl ester

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Chemical Property of N-benzyloxycarbonyl-O-benzyl-(Z)dehydrotyrosine-glycyl-glycyl-(S)phenylalanyl-(S)leucine methyl ester

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Technology Process of N-benzyloxycarbonyl-O-benzyl-(Z)dehydrotyrosine-glycyl-glycyl-(S)phenylalanyl-(S)leucine methyl ester

There total 5 articles about N-benzyloxycarbonyl-O-benzyl-(Z)dehydrotyrosine-glycyl-glycyl-(S)phenylalanyl-(S)leucine methyl 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: 55.0%

: 68709-94-4
glycyl-glycyl-(S)phenylalanyl-(S)leucine methyl ester

: 145763-45-7
N-benzyloxycarbonyl-O-benzyl-(Z)dehydrotyrosine

: 145763-40-2
N-benzyloxycarbonyl-O-benzyl-(Z)dehydrotyrosine-glycyl-glycyl-(S)phenylalanyl-(S)leucine methyl ester

Guidance literature:: With triethylamine; dicyclohexyl-carbodiimide; Ambient temperature;
DOI:10.1016/S0957-4166(00)82083-2

Reference yield:

: 68835-85-8
N-benzyloxycarbonyl-glycyl-glycyl-(S)phenylalanyl-(S)leucine methyl ester

: 145763-40-2
N-benzyloxycarbonyl-O-benzyl-(Z)dehydrotyrosine-glycyl-glycyl-(S)phenylalanyl-(S)leucine methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / H₂ / 10percent Pd/C / methanol / 760 Torr

2: 55 percent / triethylamine, N,N-dicyclohexylcarbodiimide (DCC) / Ambient temperature

With hydrogen; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol;
DOI:10.1016/S0957-4166(00)82083-2

Reference yield:

: 4397-53-9
p-benzyloxybenzaldehyde

: 145763-40-2
N-benzyloxycarbonyl-O-benzyl-(Z)dehydrotyrosine-glycyl-glycyl-(S)phenylalanyl-(S)leucine methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) potassium t-butoxide / 1.) CH₂Cl₂, -60 deg C, 10 min, 2.) CH₂Cl₂, from -60 deg C to RT, 3 h

2: 68 percent / aq. NaOH / acetone / 2 h / Ambient temperature

3: 55 percent / triethylamine, N,N-dicyclohexylcarbodiimide (DCC) / Ambient temperature

With sodium hydroxide; potassium tert-butylate; triethylamine; dicyclohexyl-carbodiimide; In acetone;
DOI:10.1016/S0957-4166(00)82083-2