(S)-2-{(R)-2-[((S)-2-tert-Butoxycarbonylamino-propionyl)-methyl-amino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionylamino}-propionic acid 2,2,2-trichloro-ethyl ester

Base Information

Chemical Name:(S)-2-{(R)-2-[((S)-2-tert-Butoxycarbonylamino-propionyl)-methyl-amino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionylamino}-propionic acid 2,2,2-trichloro-ethyl ester
CAS No.:156706-59-1
Molecular Formula:C₂₉H₄₆Cl₃N₃O₇Si
Molecular Weight:683.145
Hs Code.:

(S)-2-{(R)-2-[((S)-2-tert-Butoxycarbonylamino-propionyl)-methyl-amino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionylamino}-propionic acid 2,2,2-trichloro-ethyl ester

Synonyms:(S)-2-{(R)-2-[((S)-2-tert-Butoxycarbonylamino-propionyl)-methyl-amino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionylamino}-propionic acid 2,2,2-trichloro-ethyl ester

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Chemical Property of (S)-2-{(R)-2-[((S)-2-tert-Butoxycarbonylamino-propionyl)-methyl-amino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionylamino}-propionic acid 2,2,2-trichloro-ethyl ester

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Technology Process of (S)-2-{(R)-2-[((S)-2-tert-Butoxycarbonylamino-propionyl)-methyl-amino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionylamino}-propionic acid 2,2,2-trichloro-ethyl ester

There total 7 articles about (S)-2-{(R)-2-[((S)-2-tert-Butoxycarbonylamino-propionyl)-methyl-amino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionylamino}-propionic acid 2,2,2-trichloro-ethyl 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:

: 15761-38-3
L-N-Boc-Ala

: (S)-2-{(R)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-2-methylamino-propionylamino}-propionic acid 2,2,2-trichloro-ethyl ester

: 156706-59-1
(S)-2-{(R)-2-[((S)-2-tert-Butoxycarbonylamino-propionyl)-methyl-amino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionylamino}-propionic acid 2,2,2-trichloro-ethyl ester

Guidance literature:: With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In dichloromethane; at 4 ℃; for 72h; Yield given;
DOI:10.1016/S0040-4039(00)75846-1

Reference yield:

: 119706-75-1
(R)-2-(tert-butoxycarbonylamino)-3-(4-((tert-butyldimethylsilyl)oxy)phenyl)propanoic acid

: 156706-59-1
(S)-2-{(R)-2-[((S)-2-tert-Butoxycarbonylamino-propionyl)-methyl-amino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionylamino}-propionic acid 2,2,2-trichloro-ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1) 1,7 M Bu^tLi in pentane / 1) THF, -78 deg C, 30 min, 2) THF, -78 deg C to RT, 7.5 h

2: 79 percent / diethyl phosphonocyanide, Et₃N / dimethylformamide / 0 deg C, 30 min; RT, 16 h

3: TMSOTf / CH₂Cl₂ / 1.5 h / 0 °C

4: bis(2-oxo-3-oxazolidinyl)phosphonic chloride, Et₃N / CH₂Cl₂ / 72 h / 4 °C

With diethyl cyanophosphonate; trimethylsilyl trifluoromethanesulfonate; tert.-butyl lithium; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.3987/COM-97-S41

Reference yield:

: 119706-71-7
N-(tert-butoxycarbonyl)-O-[tert-butyl(dimethyl)silyl]-N-methyl-D-tyrosine

: 156706-59-1
(S)-2-{(R)-2-[((S)-2-tert-Butoxycarbonylamino-propionyl)-methyl-amino]-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionylamino}-propionic acid 2,2,2-trichloro-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 79 percent / diethyl phosphonocyanide, Et₃N / dimethylformamide / 0 deg C, 30 min; RT, 16 h

2: TMSOTf / CH₂Cl₂ / 1.5 h / 0 °C

3: bis(2-oxo-3-oxazolidinyl)phosphonic chloride, Et₃N / CH₂Cl₂ / 72 h / 4 °C

With diethyl cyanophosphonate; trimethylsilyl trifluoromethanesulfonate; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.3987/COM-97-S41