((S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-{(S)-1-[2-(4-fluoro-3-nitro-phenyl)-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-ethyl)-carbamic acid tert-butyl ester

Base Information

• Chemical Name: ((S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-{(S)-1-[2-(4-fluoro-3-nitro-phenyl)-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-ethyl)-carbamic acid tert-butyl ester
• CAS No.: 185393-98-0
• Molecular Formula: C₃₁H₄₅FN₄O₇Si
• Molecular Weight: 632.805

Synonyms:((S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-{(S)-1-[2-(4-fluoro-3-nitro-phenyl)-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-ethyl)-carbamic acid tert-butyl ester

Chemical Property of ((S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-{(S)-1-[2-(4-fluoro-3-nitro-phenyl)-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-ethyl)-carbamic acid tert-butyl ester

Chemical Property:

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Technology Process of ((S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-{(S)-1-[2-(4-fluoro-3-nitro-phenyl)-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-ethyl)-carbamic acid tert-butyl ester

There total 5 articles about ((S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-{(S)-1-[2-(4-fluoro-3-nitro-phenyl)-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-ethyl)-carbamic 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: 68.0%

(2S)-2-tert-butoxycarbonylamino-3-(tert-butyldimethylsilanyloxy)propionic acid (123254-10-4,90181-25-2) + (S)-2-Amino-N-[2-(4-fluoro-3-nitro-phenyl)-ethyl]-3-phenyl-propionamide → ((S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-{(S)-1-[2-(4-fluoro-3-nitro-phenyl)-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-ethyl)-carbamic acid tert-butyl ester (185393-98-0)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; at 20 ℃; for 8h;

DOI:10.1021/ja0170807

Reference yield:

2-(3'-nitro-4'-fluoro)phenylethylamine hydrochloride → ((S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-{(S)-1-[2-(4-fluoro-3-nitro-phenyl)-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-ethyl)-carbamic acid tert-butyl ester (185393-98-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / Et₃N; EDC; HOBt / CH₂Cl₂; dimethylformamide / 15 h / 20 °C

2: conc. HCl / acetonitrile / 2 h / 20 °C

3: 68 percent / EDC; HOBt; Et₃N / CH₂Cl₂ / 8 h / 20 °C

With hydrogenchloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/ja0170807

Reference yield:

{(S)-1-[2-(4-Fluoro-3-nitro-phenyl)-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester (185393-97-9) → ((S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-{(S)-1-[2-(4-fluoro-3-nitro-phenyl)-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-ethyl)-carbamic acid tert-butyl ester (185393-98-0)

Guidance literature:

Multi-step reaction with 2 steps

1: conc. HCl / acetonitrile / 2 h / 20 °C

2: 68 percent / EDC; HOBt; Et₃N / CH₂Cl₂ / 8 h / 20 °C

With hydrogenchloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; acetonitrile;

DOI:10.1021/ja0170807

upstream raw materials:

(2S)-2-tert-butoxycarbonylamino-3-(tert-butyldimethylsilanyloxy)propionic acid

N-tert-butoxycarbonyl-L-phenylalanine

{(S)-1-[2-(4-Fluoro-3-nitro-phenyl)-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

Downstream raw materials:

(4S,7S)-7-Benzyl-4-diallylamino-15-nitro-2-oxa-6,9-diaza-bicyclo[10.2.2]hexadeca-1⁽¹⁵⁾,12⁽¹⁶⁾,13-triene-5,8-dione

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