(2E,4S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(2-{[tert-butyl(diphenyl)silyl]oxy}ethylidene)cyclohexanone

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Chemical Name:(2E,4S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(2-{[tert-butyl(diphenyl)silyl]oxy}ethylidene)cyclohexanone
CAS No.:905976-87-6
Molecular Formula:C₃₀H₄₄O₃Si₂
Molecular Weight:508.849
Hs Code.:

Synonyms:(2E,4S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(2-{[tert-butyl(diphenyl)silyl]oxy}ethylidene)cyclohexanone

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Chemical Property of (2E,4S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(2-{[tert-butyl(diphenyl)silyl]oxy}ethylidene)cyclohexanone

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Technology Process of (2E,4S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(2-{[tert-butyl(diphenyl)silyl]oxy}ethylidene)cyclohexanone

There total 7 articles about (2E,4S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(2-{[tert-butyl(diphenyl)silyl]oxy}ethylidene)cyclohexanone 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: 64.0%

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

: 905976-87-6
(2E,4S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(2-{[tert-butyl(diphenyl)silyl]oxy}ethylidene)cyclohexanone

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 20 ℃; for 3h;
DOI:10.1021/jo060516m

Reference yield:

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

: 905976-87-6
(2E,4S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(2-{[tert-butyl(diphenyl)silyl]oxy}ethylidene)cyclohexanone

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / Et₃N / CH₂Cl₂ / 15 h / 20 °C

2: 64 percent / DBU / tetrahydrofuran / 3 h / 20 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo060516m

Reference yield:

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

: 905976-87-6
(2E,4S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(2-{[tert-butyl(diphenyl)silyl]oxy}ethylidene)cyclohexanone

Guidance literature:: Multi-step reaction with 4 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

4: 64 percent / DBU / tetrahydrofuran / 3 h / 20 °C

With n-butyllithium; (+)-bis(α-methylbenzyl)amine hydrochloride; boron trifluoride diethyl etherate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo060516m