(4R)-benzyl-3-[(1R,5S)-5-(tert-butyldimethylsilanyloxy)cyclopent-2-enecarbonyl]oxazolidin-2-one

Base Information

Chemical Name:(4R)-benzyl-3-[(1R,5S)-5-(tert-butyldimethylsilanyloxy)cyclopent-2-enecarbonyl]oxazolidin-2-one
CAS No.:350987-72-3
Molecular Formula:C₂₂H₃₁NO₄Si
Molecular Weight:401.578
Hs Code.:

Synonyms:(4R)-benzyl-3-[(1R,5S)-5-(tert-butyldimethylsilanyloxy)cyclopent-2-enecarbonyl]oxazolidin-2-one

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Chemical Property of (4R)-benzyl-3-[(1R,5S)-5-(tert-butyldimethylsilanyloxy)cyclopent-2-enecarbonyl]oxazolidin-2-one

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Technology Process of (4R)-benzyl-3-[(1R,5S)-5-(tert-butyldimethylsilanyloxy)cyclopent-2-enecarbonyl]oxazolidin-2-one

There total 3 articles about (4R)-benzyl-3-[(1R,5S)-5-(tert-butyldimethylsilanyloxy)cyclopent-2-enecarbonyl]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: 92.0%

: 350987-69-8
(4R)-benzyl-3-[(3S)-(tert-butyldimethylsilanyloxy)-(2R)-vinylhex-5-enoyl]oxazolidin-2-one

: 350987-72-3
(4R)-benzyl-3-[(1R,5S)-5-(tert-butyldimethylsilanyloxy)cyclopent-2-enecarbonyl]oxazolidin-2-one

Guidance literature:: Grubbs catalyst first generation; In dichloromethane; for 2h; Heating;
DOI:10.1021/jo015568k

Reference yield:

: 151215-01-9
(4R)-3-((E)-2-BUTENOYL)-4-(PHENYLMETHYL)-2-OXAZOLIDINONE

: 350987-72-3
(4R)-benzyl-3-[(1R,5S)-5-(tert-butyldimethylsilanyloxy)cyclopent-2-enecarbonyl]oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: Bu₂BOTf; Et₃N / CH₂Cl₂ / -78 - 0 °C

1.2: CH₂Cl₂ / -78 - 0 °C

1.3: 90 percent / H₂O₂ / diethyl ether; H₂O / 1 h / 0 °C / pH 7

2.1: 92 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / 0 °C

3.1: 92 percent / Cl₂(Cy₃P)2Ru=CHPh / CH₂Cl₂ / 2 h / Heating

With 2,6-dimethylpyridine; di-n-butylboryl trifluoromethanesulfonate; triethylamine; Grubbs catalyst first generation; In dichloromethane; 1.2: Evans aldol reaction;
DOI:10.1021/jo015568k

Reference yield:

: 350987-66-5
(4R)-benzyl-3-((3S)-hydroxy-(2R)-vinylhex-5-enoyl)oxazolidin-2-one

: 350987-72-3
(4R)-benzyl-3-[(1R,5S)-5-(tert-butyldimethylsilanyloxy)cyclopent-2-enecarbonyl]oxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / 0 °C

2: 92 percent / Cl₂(Cy₃P)2Ru=CHPh / CH₂Cl₂ / 2 h / Heating

With 2,6-dimethylpyridine; Grubbs catalyst first generation; In dichloromethane;
DOI:10.1021/jo015568k