carbonic acid (1R,2S)-2-[2-(tert-butyldimethylsilyloxy)-1-methyl-5-oxo-cyclohexyl]ethyl ester

Base Information

Chemical Name:carbonic acid (1R,2S)-2-[2-(tert-butyldimethylsilyloxy)-1-methyl-5-oxo-cyclohexyl]ethyl ester
CAS No.:951386-40-6
Molecular Formula:C₁₈H₃₄O₅Si
Molecular Weight:358.55
Hs Code.:

Synonyms:carbonic acid (1R,2S)-2-[2-(tert-butyldimethylsilyloxy)-1-methyl-5-oxo-cyclohexyl]ethyl ester

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Chemical Property of carbonic acid (1R,2S)-2-[2-(tert-butyldimethylsilyloxy)-1-methyl-5-oxo-cyclohexyl]ethyl ester

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Technology Process of carbonic acid (1R,2S)-2-[2-(tert-butyldimethylsilyloxy)-1-methyl-5-oxo-cyclohexyl]ethyl ester

There total 5 articles about carbonic acid (1R,2S)-2-[2-(tert-butyldimethylsilyloxy)-1-methyl-5-oxo-cyclohexyl]ethyl ester 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: 94.0%

: 951386-38-2
carbonic acid (1S,2S)-2-[2-(tert-butyldimethylsilyloxy)-5-hydroxy-1-methyl-cyclohexyl]ethyl ester

: 951386-40-6
carbonic acid (1R,2S)-2-[2-(tert-butyldimethylsilyloxy)-1-methyl-5-oxo-cyclohexyl]ethyl ester

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 18h;
DOI:10.1021/jo071156l

Reference yield:

: 951386-37-1
(3S,4S)-4-(tert-butyldimethylsilyloxy)-3-(2-hydroxyethyl)-3-methyl-cyclohexanol

: 951386-40-6
carbonic acid (1R,2S)-2-[2-(tert-butyldimethylsilyloxy)-1-methyl-5-oxo-cyclohexyl]ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 66 percent / pyridine / CH₂Cl₂ / 2 h / 20 °C

2: 94 percent / Dess-Martin periodinane / CH₂Cl₂ / 18 h / 20 °C

With pyridine; Dess-Martin periodane; In dichloromethane; 2: Dess-Martin oxidation;
DOI:10.1021/jo071156l

Reference yield:

: 119478-74-9
(S)-4-((tert-butyldimethylsilyl)oxy)cyclohex-2-enone

: 951386-40-6
carbonic acid (1R,2S)-2-[2-(tert-butyldimethylsilyloxy)-1-methyl-5-oxo-cyclohexyl]ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: trimethylsilyl chloride / tetrahydrofuran / 2 h / -78 °C

1.2: 79 percent / hexamethyldisilazane; 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / tetrahydrofuran / 1 h / 20 °C

2.1: 82 percent / CuBr*Me₂S / tetrahydrofuran / 0.75 h / -40 °C

3.1: BH₃*THF / tetrahydrofuran / 18 h / 20 °C

3.2: 91 percent / H₂O₂; NaOH / H₂O; tetrahydrofuran / 6 h / 20 °C

4.1: 66 percent / pyridine / CH₂Cl₂ / 2 h / 20 °C

5.1: 94 percent / Dess-Martin periodinane / CH₂Cl₂ / 18 h / 20 °C

With pyridine; chloro-trimethyl-silane; borane-THF; copper(I) bromide dimethylsulfide complex; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; 5.1: Dess-Martin oxidation;
DOI:10.1021/jo071156l