tert-butyl (S)-(1-amino-3-(4-((tert-butyldimethylsilyl)oxy)phenyl)-1-thioxopropan-2-yl)carbamate

Base Information

Chemical Name:tert-butyl (S)-(1-amino-3-(4-((tert-butyldimethylsilyl)oxy)phenyl)-1-thioxopropan-2-yl)carbamate
CAS No.:1056753-74-2
Molecular Formula:C₂₀H₃₄N₂O₃SSi
Molecular Weight:410.653
Hs Code.:

Synonyms:tert-butyl (S)-(1-amino-3-(4-((tert-butyldimethylsilyl)oxy)phenyl)-1-thioxopropan-2-yl)carbamate

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Chemical Property of tert-butyl (S)-(1-amino-3-(4-((tert-butyldimethylsilyl)oxy)phenyl)-1-thioxopropan-2-yl)carbamate

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Technology Process of tert-butyl (S)-(1-amino-3-(4-((tert-butyldimethylsilyl)oxy)phenyl)-1-thioxopropan-2-yl)carbamate

There total 4 articles about tert-butyl (S)-(1-amino-3-(4-((tert-butyldimethylsilyl)oxy)phenyl)-1-thioxopropan-2-yl)carbamate 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%

: 94732-15-7
(S)-2-(2-N-tert-butoxycarbonylamino)-3-[4-(tert-butyldimethylsilyloxy)phenyl]-propanoic acid

: 1056753-74-2
tert-butyl (S)-(1-amino-3-(4-((tert-butyldimethylsilyl)oxy)phenyl)-1-thioxopropan-2-yl)carbamate

Guidance literature:: (S)-2-(2-N-tert-butoxycarbonylamino)-3-[4-(tert-butyldimethylsilyloxy)phenyl]-propanoic acid; With 4-methyl-morpholine; In 1,2-dimethoxyethane; at -13 - 20 ℃;

With ammonia; In 1,2-dimethoxyethane; for 4h;

With Lawessons reagent; In 1,2-dimethoxyethane; for 5h;

Reference yield: 65.0%

: 292163-99-6
tert-butyl (S)-(1-amino-3-(4-((tert-butyldimethylsilyl)oxy)phenyl)-1-oxopropan-2-yl)carbamate

: 1056753-74-2
tert-butyl (S)-(1-amino-3-(4-((tert-butyldimethylsilyl)oxy)phenyl)-1-thioxopropan-2-yl)carbamate

Guidance literature:: With Lawessons reagent; In 1,2-dimethoxyethane; at 20 ℃; for 6h;
DOI:10.1021/acs.jmedchem.1c01583

Reference yield:

: 3978-80-1
Boc-Tyr-OH

: 1056753-74-2
tert-butyl (S)-(1-amino-3-(4-((tert-butyldimethylsilyl)oxy)phenyl)-1-thioxopropan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1H-imidazole / dichloromethane / 0.33 h / 20 °C

1.2: 20 °C

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 0.33 h / 20 °C

2.2: 20 °C

3.1: Lawessons reagent / 1,2-dimethoxyethane / 6 h / 20 °C

With Lawessons reagent; 1H-imidazole; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.1c01583