(1S,2S,4Z,8R,9Z)-2-(tert-butyldiphenylsilanyloxy)-11-oxabicyclo[6.2.1]undeca-4,9-diene

Base Information

Chemical Name:(1S,2S,4Z,8R,9Z)-2-(tert-butyldiphenylsilanyloxy)-11-oxabicyclo[6.2.1]undeca-4,9-diene
CAS No.:852213-21-9
Molecular Formula:C₂₆H₃₂O₂Si
Molecular Weight:404.624
Hs Code.:

Synonyms:(1S,2S,4Z,8R,9Z)-2-(tert-butyldiphenylsilanyloxy)-11-oxabicyclo[6.2.1]undeca-4,9-diene

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Chemical Property of (1S,2S,4Z,8R,9Z)-2-(tert-butyldiphenylsilanyloxy)-11-oxabicyclo[6.2.1]undeca-4,9-diene

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Technology Process of (1S,2S,4Z,8R,9Z)-2-(tert-butyldiphenylsilanyloxy)-11-oxabicyclo[6.2.1]undeca-4,9-diene

There total 9 articles about (1S,2S,4Z,8R,9Z)-2-(tert-butyldiphenylsilanyloxy)-11-oxabicyclo[6.2.1]undeca-4,9-diene 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: 69.0%

: 852213-20-8
(2R,5Z,8S,9R)-8-(tert-butyldiphenylsilanyloxy)-2,9-divinyl-2,3,4,7,8,9-hexahydrooxonine

: (1S,2S,1'R)-[2-(tert-butyldiphenylsilanyloxy)-(bis-cyclopent-4-enyloxycyclopent-2'-enyloxy)]

: 852213-21-9
(1S,2S,4Z,8R,9Z)-2-(tert-butyldiphenylsilanyloxy)-11-oxabicyclo[6.2.1]undeca-4,9-diene

Guidance literature:: Grubbs catalyst first generation; In dichloromethane; at 20 ℃; for 18h;
DOI:10.1039/b413426e

Reference yield: 53.0%

: 852213-28-6
(1R,2S,4S,6R,9R,10Z)-2-(tert-butyldiphenylsilanyloxy)-5,12-dioxatricyclo[7.2.1.0(4,6)]-dodec-10-ene

: 852213-21-9
(1S,2S,4Z,8R,9Z)-2-(tert-butyldiphenylsilanyloxy)-11-oxabicyclo[6.2.1]undeca-4,9-diene

Guidance literature:: With n-butyllithium; tungsten(VI) chloride; at -78 - 20 ℃;
DOI:10.1039/b413426e

Reference yield:

: 852213-25-3
(2R,5Z,8S,9R)-8-(tert-butyldiphenylsilanyloxy)-9-hydroxymethyl-2-vinyl-2,3,4,7,8,9-hexahydrooxonine

: 852213-21-9
(1S,2S,4Z,8R,9Z)-2-(tert-butyldiphenylsilanyloxy)-11-oxabicyclo[6.2.1]undeca-4,9-diene

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / o-iodoxybenzoic acid / dimethylsulfoxide / 16 h / 20 °C

2: 93 percent / n-BuLi / tetrahydrofuran / 1 h / -78 °C

3: 69 percent / [(PCy₃)2Cl₂Ru(=CHPh)] / CH₂Cl₂ / 18 h / 20 °C

With n-butyllithium; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; Grubbs catalyst first generation; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 2: Wittig methylenation;
DOI:10.1039/b413426e