N-(benzyloxycarbonyl)-L-tyrosyl-O-tert-butyl-D-serylglycyl-L-phenylalanyl-L-leucyl-O-t-butyl-L-threonine

Base Information

Chemical Name:N-(benzyloxycarbonyl)-L-tyrosyl-O-tert-butyl-D-serylglycyl-L-phenylalanyl-L-leucyl-O-t-butyl-L-threonine
CAS No.:114442-56-7
Molecular Formula:C₄₉H₆₈N₆O₁₂
Molecular Weight:933.112
Hs Code.:

Synonyms:N-(benzyloxycarbonyl)-L-tyrosyl-O-tert-butyl-D-serylglycyl-L-phenylalanyl-L-leucyl-O-t-butyl-L-threonine

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Chemical Property of N-(benzyloxycarbonyl)-L-tyrosyl-O-tert-butyl-D-serylglycyl-L-phenylalanyl-L-leucyl-O-t-butyl-L-threonine

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Technology Process of N-(benzyloxycarbonyl)-L-tyrosyl-O-tert-butyl-D-serylglycyl-L-phenylalanyl-L-leucyl-O-t-butyl-L-threonine

There total 10 articles about N-(benzyloxycarbonyl)-L-tyrosyl-O-tert-butyl-D-serylglycyl-L-phenylalanyl-L-leucyl-O-t-butyl-L-threonine 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:

: 4313-73-9
N-[N-[(phenylmethoxy)carbonyl]-L-phenylalanyl]-L-leucine

: 114442-56-7
N-(benzyloxycarbonyl)-L-tyrosyl-O-tert-butyl-D-serylglycyl-L-phenylalanyl-L-leucyl-O-t-butyl-L-threonine

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / 1-hydroxybenzotriazole, DCC / tetrahydrofuran; CHCl₃; triethylamine / 0 deg C, 1h; RT, overnight

2: 1 N NaOH / methanol / 0 deg C, 1 h; RT, 16 h

3: 95 percent / H₂ / 10percent Pd/C / methanol / 3 h / Ambient temperature

4: 1.) OHNSu, DCC, 2.) 1-hydroxybenzotriazole, DCC / 1.) DMF, -20 deg C, 0.5 h; 0 deg C, 1 h, RT, overnight, 2.) DMF, 0 deg C

With sodium hydroxide; 1-hydroxy-pyrrolidine-2,5-dione; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; chloroform; triethylamine;
DOI:10.1021/jm00118a005

Reference yield:

: 71989-43-0
methyl O-(1,1-dimethylethyl)-L-threoninate hydrochloride

: 114442-56-7
N-(benzyloxycarbonyl)-L-tyrosyl-O-tert-butyl-D-serylglycyl-L-phenylalanyl-L-leucyl-O-t-butyl-L-threonine

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / 1-hydroxybenzotriazole, DCC / tetrahydrofuran; CHCl₃; triethylamine / 0 deg C, 1h; RT, overnight

2: 1 N NaOH / methanol / 0 deg C, 1 h; RT, 16 h

3: 95 percent / H₂ / 10percent Pd/C / methanol / 3 h / Ambient temperature

4: 1.) OHNSu, DCC, 2.) 1-hydroxybenzotriazole, DCC / 1.) DMF, -20 deg C, 0.5 h; 0 deg C, 1 h, RT, overnight, 2.) DMF, 0 deg C

With sodium hydroxide; 1-hydroxy-pyrrolidine-2,5-dione; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; chloroform; triethylamine;
DOI:10.1021/jm00118a005

Reference yield:

: 115141-39-4
N-(benzyloxycarbonyl)-L-phenylalanyl-L-leucyl-O-tert-butyl-L-threonine methyl ester

: 114442-56-7
N-(benzyloxycarbonyl)-L-tyrosyl-O-tert-butyl-D-serylglycyl-L-phenylalanyl-L-leucyl-O-t-butyl-L-threonine

Guidance literature:: Multi-step reaction with 3 steps

1: 1 N NaOH / methanol / 0 deg C, 1 h; RT, 16 h

2: 95 percent / H₂ / 10percent Pd/C / methanol / 3 h / Ambient temperature

3: 1.) OHNSu, DCC, 2.) 1-hydroxybenzotriazole, DCC / 1.) DMF, -20 deg C, 0.5 h; 0 deg C, 1 h, RT, overnight, 2.) DMF, 0 deg C

With sodium hydroxide; 1-hydroxy-pyrrolidine-2,5-dione; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol;
DOI:10.1021/jm00118a005