(S)-2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanethioylamino)-3-phenyl-propionic acid tert-butyl ester

Base Information

Chemical Name:(S)-2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanethioylamino)-3-phenyl-propionic acid tert-butyl ester
CAS No.:99701-56-1
Molecular Formula:C₂₄H₃₈N₂O₄S
Molecular Weight:450.643
Hs Code.:

Synonyms:(S)-2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanethioylamino)-3-phenyl-propionic acid tert-butyl ester

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Chemical Property of (S)-2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanethioylamino)-3-phenyl-propionic acid tert-butyl ester

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Technology Process of (S)-2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanethioylamino)-3-phenyl-propionic acid tert-butyl ester

There total 3 articles about (S)-2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanethioylamino)-3-phenyl-propionic acid 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: 85.0%

: 99701-55-0
Boc-L-Leu-L-Phe-OtBu

: 99701-56-1
(S)-2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanethioylamino)-3-phenyl-propionic acid tert-butyl ester

Guidance literature:: With thionation reagent (prepared from diphenyl ether and phosphorus pentasulfide); In tetrahydrofuran; at 40 ℃; for 10h;
DOI:10.1139/v85-511

Reference yield:

: 13139-15-6,53296-34-7
N-tert-butoxycarbonyl-L-leucine

: 99701-56-1
(S)-2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanethioylamino)-3-phenyl-propionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) HOBt, DCC, 2.) triethylamine / 1.) CH₂Cl₂/DMF, 0 deg C, 1 h, 2.) CH₂Cl₂/DMF, phenylalanine t-butyl ester hydrochloride, 0 deg C, 1 h, RT, 16 h

2: 85 percent / thionation reagent (prepared from diphenyl ether and phosphorus pentasulfide) / tetrahydrofuran / 10 h / 40 °C

With thionation reagent (prepared from diphenyl ether and phosphorus pentasulfide); benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran;
DOI:10.1139/v85-511

Reference yield:

: 15100-75-1,75898-47-4
L-phenylalanine tert-butyl ester hydrochloride

: 99701-56-1
(S)-2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanethioylamino)-3-phenyl-propionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) HOBt, DCC, 2.) triethylamine / 1.) CH₂Cl₂/DMF, 0 deg C, 1 h, 2.) CH₂Cl₂/DMF, phenylalanine t-butyl ester hydrochloride, 0 deg C, 1 h, RT, 16 h

2: 85 percent / thionation reagent (prepared from diphenyl ether and phosphorus pentasulfide) / tetrahydrofuran / 10 h / 40 °C

With thionation reagent (prepared from diphenyl ether and phosphorus pentasulfide); benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran;
DOI:10.1139/v85-511