(S)-2-[(2S,3S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-hydroxy-phenyl)-propionylamino]-3-(3-fluoro-4-nitro-phenyl)-propionic acid methyl ester

Base Information

Chemical Name:(S)-2-[(2S,3S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-hydroxy-phenyl)-propionylamino]-3-(3-fluoro-4-nitro-phenyl)-propionic acid methyl ester
CAS No.:188446-35-7
Molecular Formula:C₃₁H₄₄FN₃O₉Si
Molecular Weight:649.789
Hs Code.:

(S)-2-[(2S,3S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-hydroxy-phenyl)-propionylamino]-3-(3-fluoro-4-nitro-phenyl)-propionic acid methyl ester

Synonyms:(S)-2-[(2S,3S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-hydroxy-phenyl)-propionylamino]-3-(3-fluoro-4-nitro-phenyl)-propionic acid methyl ester

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Chemical Property of (S)-2-[(2S,3S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-hydroxy-phenyl)-propionylamino]-3-(3-fluoro-4-nitro-phenyl)-propionic acid methyl ester

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Technology Process of (S)-2-[(2S,3S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-hydroxy-phenyl)-propionylamino]-3-(3-fluoro-4-nitro-phenyl)-propionic acid methyl ester

There total 13 articles about (S)-2-[(2S,3S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-hydroxy-phenyl)-propionylamino]-3-(3-fluoro-4-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: 80.0%

: 160247-85-8
(S)-3-fluoro-4-nitrophenylalanine methyl ester

: 188446-33-5
(2S,3S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-hydroxy-phenyl)-propionic acid

: 188446-35-7
(S)-2-[(2S,3S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-hydroxy-phenyl)-propionylamino]-3-(3-fluoro-4-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 0 - 25 ℃; for 14h;
DOI:10.1021/jo961346o

Reference yield: 48.0%

: 160247-85-8
(S)-3-fluoro-4-nitrophenylalanine methyl ester

: 188446-34-6
(2S,3S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-hydroxy-phenyl)-propionic acid pentafluorophenyl ester

: 188446-35-7
(S)-2-[(2S,3S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-hydroxy-phenyl)-propionylamino]-3-(3-fluoro-4-nitro-phenyl)-propionic acid methyl ester

Guidance literature:: In tetrahydrofuran; N,N-dimethyl-formamide; at 60 ℃; for 18h;
DOI:10.1021/jo961346o

Reference yield:

: 4397-53-9
p-benzyloxybenzaldehyde

: 188446-35-7
(S)-2-[(2S,3S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-hydroxy-phenyl)-propionylamino]-3-(3-fluoro-4-nitro-phenyl)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: n-BuLi / tetrahydrofuran / 1.5 h / -78 - -30 °C

2: 1.) 0.25N HCl, 2.) NaHCO₃ / 2.) H₂O

3: 86 percent / Et₃N / CH₂Cl₂ / 24 h / -10 - 4 °C

4: 83 percent / K₂CO₃ / tetrahydrofuran; H₂O / 3 h / 25 °C

5: 95 percent / LiOH / 2-methyl-propan-2-ol; H₂O / 4.5 h / 5 - 25 °C

6: 40 percent / NaH / tetrahydrofuran / 7 h / -20 - 25 °C

7: 99 percent / H₂ / Pd-C / methanol / 4 h

8: 50 percent / EDCI

9: 48 percent / dimethylformamide; tetrahydrofuran / 18 h / 60 °C

With hydrogenchloride; lithium hydroxide; n-butyllithium; hydrogen; sodium hydride; sodium hydrogencarbonate; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/jo961346o