2-(2-bromo-phenyl)-(4S)-[(1S)-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-4,5-dihydro-oxazole

Base Information

Chemical Name:2-(2-bromo-phenyl)-(4S)-[(1S)-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-4,5-dihydro-oxazole
CAS No.:716369-44-7
Molecular Formula:C₁₉H₃₀BrNO₂Si
Molecular Weight:412.442
Hs Code.:

Synonyms:2-(2-bromo-phenyl)-(4S)-[(1S)-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-4,5-dihydro-oxazole

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2-(2-bromo-phenyl)-(4S)-[(1S)-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-4,5-dihydro-oxazole

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 2-(2-bromo-phenyl)-(4S)-[(1S)-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-4,5-dihydro-oxazole

There total 5 articles about 2-(2-bromo-phenyl)-(4S)-[(1S)-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-4,5-dihydro-oxazole 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: 94.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 716369-40-3
1-[2-(2-bromo-phenyl)-4,5-dihydro-oxazol-(4S)-yl]-2-methyl-propan-(1S)-ol

: 716369-44-7
2-(2-bromo-phenyl)-(4S)-[(1S)-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-4,5-dihydro-oxazole

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1039/b316502g

Reference yield:

: 7154-66-7
2-bromobenzoic acid chloride

: 716369-44-7
2-(2-bromo-phenyl)-(4S)-[(1S)-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-4,5-dihydro-oxazole

Guidance literature:: Multi-step reaction with 5 steps

1: 72 percent / DMAP; Et₃N / CH₂Cl₂ / 2 h / 20 °C

2: 91 percent / DAST / CH₂Cl₂ / 1 h / -78 °C

3: 74 percent / tetrahydrofuran; diethyl ether / 1.5 h / -78 °C

4: 58 percent / NaBH₄ / methanol / 0.5 h / 20 °C

5: 94 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

With 2,6-dimethylpyridine; dmap; sodium tetrahydroborate; triethylamine; 4,4'-diaminostilbene-2,2'-disulfonic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1039/b316502g

Reference yield:

: 308846-84-6
2-(2-bromo-phenyl)-4,5-dihydro-oxazole-(4S)-carboxylic acid methyl ester

: 716369-44-7
2-(2-bromo-phenyl)-(4S)-[(1S)-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propyl]-4,5-dihydro-oxazole

Guidance literature:: Multi-step reaction with 3 steps

1: 74 percent / tetrahydrofuran; diethyl ether / 1.5 h / -78 °C

2: 58 percent / NaBH₄ / methanol / 0.5 h / 20 °C

3: 94 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

With 2,6-dimethylpyridine; sodium tetrahydroborate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1039/b316502g