(1R,3S,4R,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-5-((2Z,5Z,8Z)-undeca-2,5,8-trienyl)-cyclopentane-1,3-diol

Base Information

Chemical Name:(1R,3S,4R,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-5-((2Z,5Z,8Z)-undeca-2,5,8-trienyl)-cyclopentane-1,3-diol
CAS No.:288578-82-5
Molecular Formula:C₃₃H₄₆O₃Si
Molecular Weight:518.812
Hs Code.:

Synonyms:(1R,3S,4R,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-5-((2Z,5Z,8Z)-undeca-2,5,8-trienyl)-cyclopentane-1,3-diol

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Chemical Property of (1R,3S,4R,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-5-((2Z,5Z,8Z)-undeca-2,5,8-trienyl)-cyclopentane-1,3-diol

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Technology Process of (1R,3S,4R,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-5-((2Z,5Z,8Z)-undeca-2,5,8-trienyl)-cyclopentane-1,3-diol

There total 3 articles about (1R,3S,4R,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-5-((2Z,5Z,8Z)-undeca-2,5,8-trienyl)-cyclopentane-1,3-diol 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: 92.0%

: 288578-81-4
C₄₅H₇₄O₃Si₃

: 288578-82-5
(1R,3S,4R,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-5-((2Z,5Z,8Z)-undeca-2,5,8-trienyl)-cyclopentane-1,3-diol

Guidance literature:: With ammonium fluoride; In tetrahydrofuran; methanol; at 60 ℃; for 4h;
DOI:10.1016/S0040-4039(00)00508-6

Reference yield:

: 213777-19-6
(1S,2R,3R,4R)-2-(tert-butyldiphenylsilyloxymethyl)-3-(formylmethyl)-1,4-bis-O-(triethylsilyl)cyclopentane-1,4-diol

: 288578-82-5
(1R,3S,4R,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-5-((2Z,5Z,8Z)-undeca-2,5,8-trienyl)-cyclopentane-1,3-diol

Guidance literature:: Multi-step reaction with 2 steps

1: 68 percent / sodium hexamethyldisilyl amide / tetrahydrofuran / 2 h / -80 - 20 °C

2: 92 percent / ammonium fluoride / methanol; tetrahydrofuran / 4 h / 60 °C

With ammonium fluoride; sodium hexamethyldisilazane; In tetrahydrofuran; methanol; 1: Condensation / 2: desilylation;
DOI:10.1016/S0040-4039(00)00508-6

Reference yield:

: 213777-18-5
(1S,2S,3R,4R)-1,4-Bis(triethylsilyloxy)-3-(methoxycarbonylmethyl)-2-tert-butyldiphenylsilyloxymethylcyclopentane

: 288578-82-5
(1R,3S,4R,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-5-((2Z,5Z,8Z)-undeca-2,5,8-trienyl)-cyclopentane-1,3-diol

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / DIBAL-H / toluene / 0.5 h / -80 °C

2: 68 percent / sodium hexamethyldisilyl amide / tetrahydrofuran / 2 h / -80 - 20 °C

3: 92 percent / ammonium fluoride / methanol; tetrahydrofuran / 4 h / 60 °C

With ammonium fluoride; sodium hexamethyldisilazane; diisobutylaluminium hydride; In tetrahydrofuran; methanol; toluene; 1: Reduction / 2: Condensation / 3: desilylation;
DOI:10.1016/S0040-4039(00)00508-6