tert-butyl (S)-(2-(4-((tert-butyldimethylsilyl)oxy)phenyl)-1-(4-formylthiazol-2-yl)ethyl)carbamate

Base Information

Chemical Name:tert-butyl (S)-(2-(4-((tert-butyldimethylsilyl)oxy)phenyl)-1-(4-formylthiazol-2-yl)ethyl)carbamate
CAS No.:1056753-80-0
Molecular Formula:C₂₃H₃₄N₂O₄SSi
Molecular Weight:462.685
Hs Code.:

Synonyms:tert-butyl (S)-(2-(4-((tert-butyldimethylsilyl)oxy)phenyl)-1-(4-formylthiazol-2-yl)ethyl)carbamate

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Chemical Property of tert-butyl (S)-(2-(4-((tert-butyldimethylsilyl)oxy)phenyl)-1-(4-formylthiazol-2-yl)ethyl)carbamate

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Technology Process of tert-butyl (S)-(2-(4-((tert-butyldimethylsilyl)oxy)phenyl)-1-(4-formylthiazol-2-yl)ethyl)carbamate

There total 7 articles about tert-butyl (S)-(2-(4-((tert-butyldimethylsilyl)oxy)phenyl)-1-(4-formylthiazol-2-yl)ethyl)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: 95.0%

: tert-butyl (S)-(2-(4-((tert-butyldimethylsilyl)oxy)phenyl)-1-(4-(hydroxymethyl)thiazol-2-yl)ethyl)carbamate

: 1056753-80-0
tert-butyl (S)-(2-(4-((tert-butyldimethylsilyl)oxy)phenyl)-1-(4-formylthiazol-2-yl)ethyl)carbamate

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1021/acs.jmedchem.1c01583

Reference yield: 70.0%

: 1056753-77-5
ethyl (S)-2-(1-((tert-butoxycarbonyl)amino)-2-(4-((tert-butyldimethylsilyl)oxy)phenyl)ethyl)thiazole-4-carboxylate

: 1056753-80-0
tert-butyl (S)-(2-(4-((tert-butyldimethylsilyl)oxy)phenyl)-1-(4-formylthiazol-2-yl)ethyl)carbamate

Guidance literature:: With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃;

Reference yield:

: 3978-80-1
Boc-Tyr-OH

: 1056753-80-0
tert-butyl (S)-(2-(4-((tert-butyldimethylsilyl)oxy)phenyl)-1-(4-formylthiazol-2-yl)ethyl)carbamate

Guidance literature:: Multi-step reaction with 6 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

4.1: potassium hydrogencarbonate / 1,2-dimethoxyethane / 0.25 h / 20 °C

4.2: 3 h / 20 °C

4.3: 5 h / 5 - 20 °C

5.1: calcium chloride; sodium tetrahydroborate / tetrahydrofuran; ethanol / 4 h / 0 - 20 °C

6.1: Dess-Martin periodane / dichloromethane / 2 h / 0 °C

With Lawessons reagent; 1H-imidazole; sodium tetrahydroborate; benzotriazol-1-ol; potassium hydrogencarbonate; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; calcium chloride; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; N,N-dimethyl-formamide; 6.1: |Dess-Martin Oxidation;
DOI:10.1021/acs.jmedchem.1c01583