(S)-4-[(R,E)-3-cyclohexyl-1-hydroxyallyl]-3-(cyclopentanecarbonyl)oxazolidin-2-one

Base Information

Chemical Name:(S)-4-[(R,E)-3-cyclohexyl-1-hydroxyallyl]-3-(cyclopentanecarbonyl)oxazolidin-2-one
CAS No.:1345009-64-4
Molecular Formula:C₁₈H₂₇NO₄
Molecular Weight:321.417
Hs Code.:

Synonyms:(S)-4-[(R,E)-3-cyclohexyl-1-hydroxyallyl]-3-(cyclopentanecarbonyl)oxazolidin-2-one

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Chemical Property of (S)-4-[(R,E)-3-cyclohexyl-1-hydroxyallyl]-3-(cyclopentanecarbonyl)oxazolidin-2-one

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Technology Process of (S)-4-[(R,E)-3-cyclohexyl-1-hydroxyallyl]-3-(cyclopentanecarbonyl)oxazolidin-2-one

There total 4 articles about (S)-4-[(R,E)-3-cyclohexyl-1-hydroxyallyl]-3-(cyclopentanecarbonyl)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: 75.0%

: 695-12-5,25498-06-0
vinylcyclohexane

: 1345009-48-4
(S)-3-(cyclopentanecarbonyl)-4-[(R,E)-1-hydroxybut-2-enyl]oxazolidin-2-one

: 1345009-64-4
(S)-4-[(R,E)-3-cyclohexyl-1-hydroxyallyl]-3-(cyclopentanecarbonyl)oxazolidin-2-one

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1016/j.bmc.2011.09.022

Reference yield:

: 4524-93-0
Cyclopentanecarboxylic acid chloride

: 1345009-64-4
(S)-4-[(R,E)-3-cyclohexyl-1-hydroxyallyl]-3-(cyclopentanecarbonyl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

3.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 24 h / 20 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bmc.2011.09.022

Reference yield:

: 1345009-44-0
(S)-4-[(R,E)-1-(t-butyldimethylsilyloxy)but-2-enyl]-3-(cyclopentanecarbonyl)oxazolidin-2-one

: 1345009-64-4
(S)-4-[(R,E)-3-cyclohexyl-1-hydroxyallyl]-3-(cyclopentanecarbonyl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

2: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 24 h / 20 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bmc.2011.09.022