O-(tert-butoxycarbonyl)-N-methylvalyl-N-(benzyloxycarbonyl)threonyl-D-phenylalaninylprolylsarcosine tert-butyl ester

Base Information

Chemical Name:O-(tert-butoxycarbonyl)-N-methylvalyl-N-(benzyloxycarbonyl)threonyl-D-phenylalaninylprolylsarcosine tert-butyl ester
CAS No.:203646-36-0
Molecular Formula:C₄₄H₆₃N₅O₁₁
Molecular Weight:838.011
Hs Code.:

Synonyms:O-(tert-butoxycarbonyl)-N-methylvalyl-N-(benzyloxycarbonyl)threonyl-D-phenylalaninylprolylsarcosine tert-butyl ester

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Chemical Property of O-(tert-butoxycarbonyl)-N-methylvalyl-N-(benzyloxycarbonyl)threonyl-D-phenylalaninylprolylsarcosine tert-butyl ester

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Technology Process of O-(tert-butoxycarbonyl)-N-methylvalyl-N-(benzyloxycarbonyl)threonyl-D-phenylalaninylprolylsarcosine tert-butyl ester

There total 7 articles about O-(tert-butoxycarbonyl)-N-methylvalyl-N-(benzyloxycarbonyl)threonyl-D-phenylalaninylprolylsarcosine tert-butyl 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: 93.0%

: 45170-31-8
Boc-N-Me-Val-OH

: 158629-41-5
N-(benzyloxycarbonyl)threonyl-D-phenylalaninylprolylsarcosine tert-butyl ester

: 203646-36-0
O-(tert-butoxycarbonyl)-N-methylvalyl-N-(benzyloxycarbonyl)threonyl-D-phenylalaninylprolylsarcosine tert-butyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 14h;
DOI:10.1021/ja00097a003

Reference yield:

: 5616-81-9
sarcosine tert-butyl ester

: 203646-36-0
O-(tert-butoxycarbonyl)-N-methylvalyl-N-(benzyloxycarbonyl)threonyl-D-phenylalaninylprolylsarcosine tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: dicyclohexylcarbodiimide / CH₂Cl₂ / 3 h / -10 °C

2: H₂ / 10percent Pd/C / methanol / 2 h / 760 Torr

3: dicyclohexylcarbodiimide / CH₂Cl₂ / 3 h / -10 °C

4: H₂ / 10percent Pd/C / methanol / 2 h / 760 Torr

5: dicyclohexylcarbodiimide / CH₂Cl₂ / 3 h / -10 °C

6: 93 percent / 4-(N,N-dimethylamino)pyridine, dicyclohexylcarbodiimide / CH₂Cl₂ / 14 h / 0 - 20 °C

With dmap; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1021/ja00097a003

Reference yield:

: 63219-23-8
[Methyl-((S)-pyrrolidine-2-carbonyl)-amino]-acetic acid tert-butyl ester

: 203646-36-0
O-(tert-butoxycarbonyl)-N-methylvalyl-N-(benzyloxycarbonyl)threonyl-D-phenylalaninylprolylsarcosine tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: dicyclohexylcarbodiimide / CH₂Cl₂ / 3 h / -10 °C

2: H₂ / 10percent Pd/C / methanol / 2 h / 760 Torr

3: dicyclohexylcarbodiimide / CH₂Cl₂ / 3 h / -10 °C

4: 93 percent / 4-(N,N-dimethylamino)pyridine, dicyclohexylcarbodiimide / CH₂Cl₂ / 14 h / 0 - 20 °C

With dmap; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1021/ja00097a003