1-((5S)-5-{[tert-butyl(dimethyl)silyl]oxy}-2-oxocyclohexyl)-2-{[tert-butyl(diphenyl)silyl]oxy}ethyl methanesulfonate

Base Information

Chemical Name:1-((5S)-5-{[tert-butyl(dimethyl)silyl]oxy}-2-oxocyclohexyl)-2-{[tert-butyl(diphenyl)silyl]oxy}ethyl methanesulfonate
CAS No.:905976-89-8
Molecular Formula:C₃₁H₄₈O₆SSi₂
Molecular Weight:604.956
Hs Code.:

Synonyms:1-((5S)-5-{[tert-butyl(dimethyl)silyl]oxy}-2-oxocyclohexyl)-2-{[tert-butyl(diphenyl)silyl]oxy}ethyl methanesulfonate

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Chemical Property of 1-((5S)-5-{[tert-butyl(dimethyl)silyl]oxy}-2-oxocyclohexyl)-2-{[tert-butyl(diphenyl)silyl]oxy}ethyl methanesulfonate

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Technology Process of 1-((5S)-5-{[tert-butyl(dimethyl)silyl]oxy}-2-oxocyclohexyl)-2-{[tert-butyl(diphenyl)silyl]oxy}ethyl methanesulfonate

There total 6 articles about 1-((5S)-5-{[tert-butyl(dimethyl)silyl]oxy}-2-oxocyclohexyl)-2-{[tert-butyl(diphenyl)silyl]oxy}ethyl methanesulfonate 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: 87.0%

: 905976-88-7
(4S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(2-{[tert-butyl(diphenyl)silyl]oxy}-1-hydroxyethyl)cyclohexanone

: 124-63-0
methanesulfonyl chloride

: 905976-89-8
1-((5S)-5-{[tert-butyl(dimethyl)silyl]oxy}-2-oxocyclohexyl)-2-{[tert-butyl(diphenyl)silyl]oxy}ethyl methanesulfonate

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 15h;
DOI:10.1021/jo060516m

Reference yield:

: 55145-45-4
4-(tert-butyldimethylsilyloxy)cyclohexanone

: 905976-89-8
1-((5S)-5-{[tert-butyl(dimethyl)silyl]oxy}-2-oxocyclohexyl)-2-{[tert-butyl(diphenyl)silyl]oxy}ethyl methanesulfonate

Guidance literature:: Multi-step reaction with 3 steps

1: BuLi; (+)-bis(α-methylbenzyl)amine hydrochloride / tetrahydrofuran / -100 - -78 °C

2: 39 percent / BF₃*OEt₂ / CH₂Cl₂ / 2 h / -78 °C

3: 87 percent / Et₃N / CH₂Cl₂ / 15 h / 20 °C

With n-butyllithium; (+)-bis(α-methylbenzyl)amine hydrochloride; boron trifluoride diethyl etherate; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo060516m

Reference yield:

: 115869-43-7
(tert-butyldiphenylsilanyloxy)acetaldehyde

: 905976-89-8
1-((5S)-5-{[tert-butyl(dimethyl)silyl]oxy}-2-oxocyclohexyl)-2-{[tert-butyl(diphenyl)silyl]oxy}ethyl methanesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1: 39 percent / BF₃*OEt₂ / CH₂Cl₂ / 2 h / -78 °C

2: 87 percent / Et₃N / CH₂Cl₂ / 15 h / 20 °C

With boron trifluoride diethyl etherate; triethylamine; In dichloromethane;
DOI:10.1021/jo060516m