(4R,5R)-4-[(tert-butyldimethylsilyloxy)methyl]-5-phenyloxazolidin-2-one

Base Information

Chemical Name:(4R,5R)-4-[(tert-butyldimethylsilyloxy)methyl]-5-phenyloxazolidin-2-one
CAS No.:218766-12-2
Molecular Formula:C₁₆H₂₅NO₃Si
Molecular Weight:307.465
Hs Code.:

Synonyms:(4R,5R)-4-[(tert-butyldimethylsilyloxy)methyl]-5-phenyloxazolidin-2-one

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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 (4R,5R)-4-[(tert-butyldimethylsilyloxy)methyl]-5-phenyloxazolidin-2-one

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Technology Process of (4R,5R)-4-[(tert-butyldimethylsilyloxy)methyl]-5-phenyloxazolidin-2-one

There total 7 articles about (4R,5R)-4-[(tert-butyldimethylsilyloxy)methyl]-5-phenyloxazolidin-2-one 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: 72.8%

: 32315-10-9
bis(trichloromethyl) carbonate

: 218766-11-1
(1R,2R)-2-amino-3-O-(tert-butyldimethylsilyl)-1-phenylpropane-1,3-diol

: 218766-12-2
(4R,5R)-4-[(tert-butyldimethylsilyloxy)methyl]-5-phenyloxazolidin-2-one

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 5h;
DOI:10.1021/jo980951j

Reference yield: 68.0%

: 217661-62-6
[(1R,2R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-hydroxy-2-phenyl-ethyl]-carbamic acid tert-butyl ester

: 218766-12-2
(4R,5R)-4-[(tert-butyldimethylsilyloxy)methyl]-5-phenyloxazolidin-2-one

Guidance literature:: With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃;
DOI:10.1039/c6ob00800c

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 218766-12-2
(4R,5R)-4-[(tert-butyldimethylsilyloxy)methyl]-5-phenyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / imidazole / dimethylformamide / 24 h / Ambient temperature

2: 1.) i-Bu₂AlH*i-Bu₃Al / 1.) CH₂Cl₂, hexanes, -78 deg C, 150 min, 2.) CH₂Cl₂, hexanes, Et₂O, -78 deg C, overnight

3: 80 percent / aq. pyridinium p-toluenesulfonate / tetrahydrofuran / 4.5 h

4: 72.8 percent / Et₃N / CH₂Cl₂ / 5 h / 0 °C

With 1H-imidazole; i-Bu₂AlH*i-Bu₃Al; pyridinium p-toluenesulfonate; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo980951j