(4R,5S)-3-{3-[(1S,3R,4R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-propionyl}-4-methyl-5-phenyl-oxazolidin-2-one

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Chemical Name:(4R,5S)-3-{3-[(1S,3R,4R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-propionyl}-4-methyl-5-phenyl-oxazolidin-2-one
CAS No.:906066-57-7
Molecular Formula:C₃₁H₅₃NO₅Si₂
Molecular Weight:575.937
Hs Code.:

Synonyms:(4R,5S)-3-{3-[(1S,3R,4R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-propionyl}-4-methyl-5-phenyl-oxazolidin-2-one

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Chemical Property of (4R,5S)-3-{3-[(1S,3R,4R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-propionyl}-4-methyl-5-phenyl-oxazolidin-2-one

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Technology Process of (4R,5S)-3-{3-[(1S,3R,4R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-propionyl}-4-methyl-5-phenyl-oxazolidin-2-one

There total 9 articles about (4R,5S)-3-{3-[(1S,3R,4R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-propionyl}-4-methyl-5-phenyl-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:

: (4R,5S)-3-{(E)-3-[(1R,3R,4R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-acryloyl}-4-methyl-5-phenyl-oxazolidin-2-one

: 906066-57-7
(4R,5S)-3-{3-[(1S,3R,4R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-propionyl}-4-methyl-5-phenyl-oxazolidin-2-one

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; for 1h;
DOI:10.1016/j.tetlet.2006.05.115

Reference yield:

: 906066-54-4
(1R,2R,4R)-2-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxymethyl-cyclohexanol

: 906066-57-7
(4R,5S)-3-{3-[(1S,3R,4R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-propionyl}-4-methyl-5-phenyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 2,4,6-collidine / CH₂Cl₂ / 3 h / -78 °C

2: 2,6-lutidine / CH₂Cl₂ / 0.08 h / 0 °C

3: K₂CO₃ / methanol / 1 h / 0 - 20 °C

4: LiCl; DIPEA / acetonitrile / 6 h / 20 °C

5: H₂ / Pd-C / ethyl acetate / 1 h / 20 °C

With 2,6-dimethylpyridine; 2,4,6-trimethyl-pyridine; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; lithium chloride; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; acetonitrile; 4: Swern oxidation / 5: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.tetlet.2006.05.115

Reference yield:

: Acetic acid (1R,3R,4R)-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-cyclohexylmethyl ester

: 906066-57-7
(4R,5S)-3-{3-[(1S,3R,4R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-propionyl}-4-methyl-5-phenyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 2,6-lutidine / CH₂Cl₂ / 0.08 h / 0 °C

2: K₂CO₃ / methanol / 1 h / 0 - 20 °C

3: LiCl; DIPEA / acetonitrile / 6 h / 20 °C

4: H₂ / Pd-C / ethyl acetate / 1 h / 20 °C

With 2,6-dimethylpyridine; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; lithium chloride; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; acetonitrile; 3: Swern oxidation / 4: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.tetlet.2006.05.115