methyl 2-[2-(tert-butyldiphenylsilyloxy)-1,1-dimethylethyl]thiazol-4-carboxylate

Base Information

• Chemical Name: methyl 2-[2-(tert-butyldiphenylsilyloxy)-1,1-dimethylethyl]thiazol-4-carboxylate
• CAS No.: 292073-46-2
• Molecular Formula: C₂₅H₃₁NO₃SSi
• Molecular Weight: 453.678
• Mol file: 292073-46-2.mol

Synonyms:methyl 2-[2-(tert-butyldiphenylsilyloxy)-1,1-dimethylethyl]thiazol-4-carboxylate

Chemical Property of methyl 2-[2-(tert-butyldiphenylsilyloxy)-1,1-dimethylethyl]thiazol-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-[2-(tert-butyldiphenylsilyloxy)-1,1-dimethylethyl]thiazol-4-carboxylate

There total 7 articles about methyl 2-[2-(tert-butyldiphenylsilyloxy)-1,1-dimethylethyl]thiazol-4-carboxylate 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: 62.0%

methyl 2-[2-(tert-butyldiphenylsilyloxy)-1,1-dimethylethyl]thiazolidine-4-carboxylate (292073-45-1) → methyl 2-[2-(tert-butyldiphenylsilyloxy)-1,1-dimethylethyl]thiazol-4-carboxylate (292073-46-2)

Guidance literature:

With pyridine; manganese(IV) oxide; In benzene; for 12h; Heating;

DOI:10.1016/S0040-4020(03)01020-2

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → methyl 2-[2-(tert-butyldiphenylsilyloxy)-1,1-dimethylethyl]thiazol-4-carboxylate (292073-46-2)

Guidance literature:

Multi-step reaction with 5 steps

1: imidazole / dimethylformamide / 14 h / 20 °C

2: DIBAL / diethyl ether; hexane / 0.5 h / -78 °C

3: Et₃N; pyridine*SO₃; DMSO / CH₂Cl₂ / 0.33 h / 20 °C

4: 16.8 g / Et₃N / toluene / 12 h / 20 °C

5: 62 percent / chemical manganese dioxide; pyridine / benzene / 12 h / Heating

With pyridine; 1H-imidazole; manganese(IV) oxide; sulfur trioxide pyridine complex; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; benzene; 3: Parikh-Doering oxidation;

DOI:10.1016/S0040-4020(03)01020-2

Reference yield:

3-((tert-butyldiphenylsilyl)oxy)-2,2-dimethylpropanal (136022-55-4) → methyl 2-[2-(tert-butyldiphenylsilyloxy)-1,1-dimethylethyl]thiazol-4-carboxylate (292073-46-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 16.8 g / Et₃N / toluene / 12 h / 20 °C

2: 62 percent / chemical manganese dioxide; pyridine / benzene / 12 h / Heating

With pyridine; manganese(IV) oxide; triethylamine; In toluene; benzene;

DOI:10.1016/S0040-4020(03)01020-2

upstream raw materials:

methyl 2-[2-(tert-butyldiphenylsilyloxy)-1,1-dimethylethyl]thiazolidine-4-carboxylate

Methyl 2,2-dimethyl-3-hydroxypropionate

tert-butylchlorodiphenylsilane

3-((tert-butyldiphenylsilyl)oxy)-2,2-dimethylpropanal

Downstream raw materials:

4-hydroxymethyl-2-[(2-tert-butyldimethylsilyloxy)-1,1-dimethylethyl]thiazole

(E)-methyl 2-(2-(3-((tert-butyldimethylsilyl)oxy)-6-(2-(2-((4-methoxybenzyl)oxy)ethyl)oxiran-2-yl)-2-methylhex-5-en-2-yl)thiazol-4-yl)acetate

2-(2-{1-[(tert-butyldiphenylsilyl)oxy]-2-methylpropan-2-yl}thiazol-4-yl)acetonitrile

(E)-methyl 2-(2-(3-((tert-butyldimethylsilyl)oxy)-9-((4-methoxybenzyl)oxy)-2-methyl-7-oxonon-5-en-2-yl)thiazol-4-yl)acetate