4-[(R)-2-(tert-butyldimethylsilanyloxy)-1-methylethyl]-2-[(S)-3-(tert-butyldiphenylsilanyloxy)-2-(4-methoxybenzyloxy)propyl]thiazole

Base Information

Chemical Name:4-[(R)-2-(tert-butyldimethylsilanyloxy)-1-methylethyl]-2-[(S)-3-(tert-butyldiphenylsilanyloxy)-2-(4-methoxybenzyloxy)propyl]thiazole
CAS No.:693790-13-5
Molecular Formula:C₃₉H₅₅NO₄SSi₂
Molecular Weight:690.107
Hs Code.:

Synonyms:4-[(R)-2-(tert-butyldimethylsilanyloxy)-1-methylethyl]-2-[(S)-3-(tert-butyldiphenylsilanyloxy)-2-(4-methoxybenzyloxy)propyl]thiazole

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Chemical Property of 4-[(R)-2-(tert-butyldimethylsilanyloxy)-1-methylethyl]-2-[(S)-3-(tert-butyldiphenylsilanyloxy)-2-(4-methoxybenzyloxy)propyl]thiazole

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Technology Process of 4-[(R)-2-(tert-butyldimethylsilanyloxy)-1-methylethyl]-2-[(S)-3-(tert-butyldiphenylsilanyloxy)-2-(4-methoxybenzyloxy)propyl]thiazole

There total 11 articles about 4-[(R)-2-(tert-butyldimethylsilanyloxy)-1-methylethyl]-2-[(S)-3-(tert-butyldiphenylsilanyloxy)-2-(4-methoxybenzyloxy)propyl]thiazole 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: 87.0%

: 693790-49-7
4-[2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-[3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-propyl]-4,5-dihydro-thiazol-4-ol

: 693790-13-5
4-[(R)-2-(tert-butyldimethylsilanyloxy)-1-methylethyl]-2-[(S)-3-(tert-butyldiphenylsilanyloxy)-2-(4-methoxybenzyloxy)propyl]thiazole

Guidance literature:: With pyridine; trifluoroacetic anhydride; In dichloromethane; at -30 ℃; for 0.333333h;
DOI:10.1139/v03-199

Reference yield:

: 693790-33-9
(S)-4-(tert-butyldiphenylsilanyloxy)-3-(4-methoxybenzyloxy)butyric acid

: 693790-13-5
4-[(R)-2-(tert-butyldimethylsilanyloxy)-1-methylethyl]-2-[(S)-3-(tert-butyldiphenylsilanyloxy)-2-(4-methoxybenzyloxy)propyl]thiazole

Guidance literature:: Multi-step reaction with 4 steps

1.1: ethyl chloroformate; Et₃N / tetrahydrofuran / 0 - 20 °C

1.2: 93 percent / aq. NH₄OH / tetrahydrofuran / 0 - 20 °C

2.1: 99 percent / Lawesson's reagent / diisopropyl ether / 0.5 h / 20 °C

3.1: 73 percent / 2,6-lutidine / CH₂Cl₂ / 14 h / 20 °C

4.1: 87 percent / (CF₃CO)2O; pyridine / CH₂Cl₂ / 0.33 h / -30 °C

With Lawessons reagent; pyridine; 2,6-dimethylpyridine; chloroformic acid ethyl ester; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; dichloromethane; di-isopropyl ether;
DOI:10.1139/v03-199

Reference yield:

: 693790-08-8
(S)-4-(tert-butyldiphenylsilanyloxy)-3-(4-methoxybenzyloxy)thiobutyramide

: 693790-13-5
4-[(R)-2-(tert-butyldimethylsilanyloxy)-1-methylethyl]-2-[(S)-3-(tert-butyldiphenylsilanyloxy)-2-(4-methoxybenzyloxy)propyl]thiazole

Guidance literature:: Multi-step reaction with 2 steps

1: 73 percent / 2,6-lutidine / CH₂Cl₂ / 14 h / 20 °C

2: 87 percent / (CF₃CO)2O; pyridine / CH₂Cl₂ / 0.33 h / -30 °C

With pyridine; 2,6-dimethylpyridine; trifluoroacetic anhydride; In dichloromethane;
DOI:10.1139/v03-199