[(2S,3R)-2-((R)-2-Benzyloxycarbonylamino-3-benzyloxycarbonylsulfanyl-propionylamino)-3-tert-butoxy-butyrylamino]-acetic acid carbamoylmethyl ester

Base Information

Chemical Name:[(2S,3R)-2-((R)-2-Benzyloxycarbonylamino-3-benzyloxycarbonylsulfanyl-propionylamino)-3-tert-butoxy-butyrylamino]-acetic acid carbamoylmethyl ester
CAS No.:189280-44-2
Molecular Formula:C₃₁H₄₀N₄O₁₀S
Molecular Weight:660.745
Hs Code.:

[(2S,3R)-2-((R)-2-Benzyloxycarbonylamino-3-benzyloxycarbonylsulfanyl-propionylamino)-3-tert-butoxy-butyrylamino]-acetic acid carbamoylmethyl ester

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Chemical Property of [(2S,3R)-2-((R)-2-Benzyloxycarbonylamino-3-benzyloxycarbonylsulfanyl-propionylamino)-3-tert-butoxy-butyrylamino]-acetic acid carbamoylmethyl ester

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Technology Process of [(2S,3R)-2-((R)-2-Benzyloxycarbonylamino-3-benzyloxycarbonylsulfanyl-propionylamino)-3-tert-butoxy-butyrylamino]-acetic acid carbamoylmethyl ester

There total 2 articles about [(2S,3R)-2-((R)-2-Benzyloxycarbonylamino-3-benzyloxycarbonylsulfanyl-propionylamino)-3-tert-butoxy-butyrylamino]-acetic acid carbamoylmethyl 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:

: 71989-35-0,138797-71-4
Fmoc-Thr(tBu)-OH

: 189280-44-2
[(2S,3R)-2-((R)-2-Benzyloxycarbonylamino-3-benzyloxycarbonylsulfanyl-propionylamino)-3-tert-butoxy-butyrylamino]-acetic acid carbamoylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) TFA, 2.) BOP, DIEA / 1.) 0 deg C, 10 min, 2.) DMF, room temperature, overnight.

2: 1.) diethylamine, 2.) BOP, DIEA / 1.) DMF, room temperature, overnight, 2.) DMF, room temperature, 2 d.

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; diethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
DOI:10.1021/jo970119z

Reference yield:

: 57912-35-3
N,S-dicarbobenzoxy-L-cysteine

: 189280-40-8
[(2S,3R)-3-tert-Butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyrylamino]-acetic acid carbamoylmethyl ester

: 189280-44-2
[(2S,3R)-2-((R)-2-Benzyloxycarbonylamino-3-benzyloxycarbonylsulfanyl-propionylamino)-3-tert-butoxy-butyrylamino]-acetic acid carbamoylmethyl ester

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; diethylamine; N-ethyl-N,N-diisopropylamine; Yield given. Multistep reaction; 1.) DMF, room temperature, overnight, 2.) DMF, room temperature, 2 d.;
DOI:10.1021/jo970119z

Reference yield:

: 189280-44-2
[(2S,3R)-2-((R)-2-Benzyloxycarbonylamino-3-benzyloxycarbonylsulfanyl-propionylamino)-3-tert-butoxy-butyrylamino]-acetic acid carbamoylmethyl ester

: 189280-47-5
[(2S,3R)-2-((R)-2-Benzyloxycarbonylamino-3-benzyloxycarbonylsulfanyl-propionylamino)-3-tert-butoxy-butyrylamino]-acetic acid

Guidance literature:: With sodium carbonate; citric acid; Yield given. Multistep reaction; 1.) DMF, H₂O, warmed, 5 min, 2.) pH=6;
DOI:10.1021/jo970119z