(2S,3R)-2-{(R)-2-(3-Bromo-4-methoxy-phenyl)-2-[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-acetylamino]-acetylamino}-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-3-nitro-phenyl)-propionic acid methyl ester

Base Information

Chemical Name:(2S,3R)-2-{(R)-2-(3-Bromo-4-methoxy-phenyl)-2-[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-acetylamino]-acetylamino}-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-3-nitro-phenyl)-propionic acid methyl ester
CAS No.:174146-48-6
Molecular Formula:C₃₉H₅₀BrFN₄O₁₃Si
Molecular Weight:909.833
Hs Code.:

(2S,3R)-2-{(R)-2-(3-Bromo-4-methoxy-phenyl)-2-[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-acetylamino]-acetylamino}-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-3-nitro-phenyl)-propionic acid methyl ester

Synonyms:(2S,3R)-2-{(R)-2-(3-Bromo-4-methoxy-phenyl)-2-[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-acetylamino]-acetylamino}-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-3-nitro-phenyl)-propionic acid methyl ester

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Chemical Property of (2S,3R)-2-{(R)-2-(3-Bromo-4-methoxy-phenyl)-2-[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-acetylamino]-acetylamino}-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-3-nitro-phenyl)-propionic acid methyl ester

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Technology Process of (2S,3R)-2-{(R)-2-(3-Bromo-4-methoxy-phenyl)-2-[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-acetylamino]-acetylamino}-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-3-nitro-phenyl)-propionic acid methyl ester

There total 11 articles about (2S,3R)-2-{(R)-2-(3-Bromo-4-methoxy-phenyl)-2-[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-acetylamino]-acetylamino}-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-3-nitro-phenyl)-propionic acid methyl 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: 91.0%

: 174146-47-5
(R)-2-((tert-butoxycarbonyl)amino)-2-(3,5-dihydroxy-4-methoxyphenyl)acetic acid

: 174146-46-4
(2S,3R)-2-[(R)-2-Amino-2-(3-bromo-4-methoxy-phenyl)-acetylamino]-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-3-nitro-phenyl)-propionic acid methyl ester

: 174146-48-6
(2S,3R)-2-{(R)-2-(3-Bromo-4-methoxy-phenyl)-2-[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-acetylamino]-acetylamino}-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-3-nitro-phenyl)-propionic acid methyl ester

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at -20 - 0 ℃; for 15h;
DOI:10.1021/jo970560p

Reference yield:

: 139517-62-7
(2R)-2-(3-bromo-4-hydroxyphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetic acid

: 174146-48-6
(2S,3R)-2-{(R)-2-(3-Bromo-4-methoxy-phenyl)-2-[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-acetylamino]-acetylamino}-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-3-nitro-phenyl)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 70 percent / NaH / tetrahydrofuran; dimethylformamide / 0.25 h / 0 °C

2: 100 percent / benzene; methanol / 80 °C

3: 90 percent / TFA / CH₂Cl₂ / 1.3 h / 0 - 25 °C

4: 80 percent / HOBt, EDCI / dimethylformamide / 25 °C

5: 40 percent / Bu₂SnO

6: HOBt, EDCI / dimethylformamide

With sodium hydride; di(n-butyl)tin oxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo970560p

Reference yield:

: 174146-44-2
(R)-(3-Bromo-4-methoxy-phenyl)-tert-butoxycarbonylamino-acetic acid

: 174146-48-6
(2S,3R)-2-{(R)-2-(3-Bromo-4-methoxy-phenyl)-2-[(R)-2-tert-butoxycarbonylamino-2-(3,5-dihydroxy-4-methoxy-phenyl)-acetylamino]-acetylamino}-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-fluoro-3-nitro-phenyl)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / benzene; methanol / 80 °C

2: 90 percent / TFA / CH₂Cl₂ / 1.3 h / 0 - 25 °C

3: 80 percent / HOBt, EDCI / dimethylformamide / 25 °C

4: 40 percent / Bu₂SnO

5: HOBt, EDCI / dimethylformamide

With di(n-butyl)tin oxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo970560p