(4R,5S)-5-benzyl-4-(tert-butyldiphenylsilyloxymethyl)-1,3-oxazolidin-2-one

Base Information

Chemical Name:(4R,5S)-5-benzyl-4-(tert-butyldiphenylsilyloxymethyl)-1,3-oxazolidin-2-one
CAS No.:223763-61-9
Molecular Formula:C₂₇H₃₁NO₃Si
Molecular Weight:445.634
Hs Code.:

Synonyms:(4R,5S)-5-benzyl-4-(tert-butyldiphenylsilyloxymethyl)-1,3-oxazolidin-2-one

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Chemical Property of (4R,5S)-5-benzyl-4-(tert-butyldiphenylsilyloxymethyl)-1,3-oxazolidin-2-one

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Technology Process of (4R,5S)-5-benzyl-4-(tert-butyldiphenylsilyloxymethyl)-1,3-oxazolidin-2-one

There total 4 articles about (4R,5S)-5-benzyl-4-(tert-butyldiphenylsilyloxymethyl)-1,3-oxazolidin-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:

: 91376-49-7
(S)-1-(tert-butyldiphenylsilyloxy)-2-hydroxy-3-butene

: 223763-61-9
(4R,5S)-5-benzyl-4-(tert-butyldiphenylsilyloxymethyl)-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / benzene / 2.5 h / Ambient temperature

2: NaN₃ / dimethylformamide / 19 h / 35 °C

3: 87 percent / BHT / CH₂Cl₂ / 13 h / 109 °C / in ACE Glass Model 8648B pressure tube

4: 1) CuCN / 1) THF-cyclohexane-ether, -40 deg C, 40 min, 2) THF-cyclohexane-ether, -78 deg C, 20 min, then room temp., 5 h

With pyridine; sodium azide; 2,6-di-tert-butyl-4-methyl-phenol; In dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo9823893

Reference yield:

: 223763-53-9
(2S)-1-O-(tert-butyldiphenylsilyl)-2-<(azidocarbonyl)oxy>-3-butene

: 223763-61-9
(4R,5S)-5-benzyl-4-(tert-butyldiphenylsilyloxymethyl)-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / BHT / CH₂Cl₂ / 13 h / 109 °C / in ACE Glass Model 8648B pressure tube

2: 1) CuCN / 1) THF-cyclohexane-ether, -40 deg C, 40 min, 2) THF-cyclohexane-ether, -78 deg C, 20 min, then room temp., 5 h

With 2,6-di-tert-butyl-4-methyl-phenol; In dichloromethane;
DOI:10.1021/jo9823893

Reference yield:

: carbonic acid 1-(tert-butyl-diphenyl-silanyloxymethyl)-allyl ester 4-nitro-phenyl ester

: 223763-61-9
(4R,5S)-5-benzyl-4-(tert-butyldiphenylsilyloxymethyl)-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: NaN₃ / dimethylformamide / 19 h / 35 °C

2: 87 percent / BHT / CH₂Cl₂ / 13 h / 109 °C / in ACE Glass Model 8648B pressure tube

3: 1) CuCN / 1) THF-cyclohexane-ether, -40 deg C, 40 min, 2) THF-cyclohexane-ether, -78 deg C, 20 min, then room temp., 5 h

With sodium azide; 2,6-di-tert-butyl-4-methyl-phenol; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo9823893