{(1S,2S,1'S,2'R)-2'-[3-(tert-butyldiphenylsilanyloxy)propyl]-2-methylbicyclopropyl-2-yl}methanol

Base Information

Chemical Name:{(1S,2S,1'S,2'R)-2'-[3-(tert-butyldiphenylsilanyloxy)propyl]-2-methylbicyclopropyl-2-yl}methanol
CAS No.:392336-24-2
Molecular Formula:C₂₇H₃₈O₂Si
Molecular Weight:422.683
Hs Code.:

Synonyms:{(1S,2S,1'S,2'R)-2'-[3-(tert-butyldiphenylsilanyloxy)propyl]-2-methylbicyclopropyl-2-yl}methanol

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Chemical Property of {(1S,2S,1'S,2'R)-2'-[3-(tert-butyldiphenylsilanyloxy)propyl]-2-methylbicyclopropyl-2-yl}methanol

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Technology Process of {(1S,2S,1'S,2'R)-2'-[3-(tert-butyldiphenylsilanyloxy)propyl]-2-methylbicyclopropyl-2-yl}methanol

There total 3 articles about {(1S,2S,1'S,2'R)-2'-[3-(tert-butyldiphenylsilanyloxy)propyl]-2-methylbicyclopropyl-2-yl}methanol 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: 79.0%

: 75-11-6
diiodomethane

: 392336-23-1
(2E)-3-{(1S,2R)-2-[3-(tert-butyldiphenylsilanyloxy)propyl]cyclopropyl}-2-methylprop-2-en-1-ol

: 392336-24-2
{(1S,2S,1'S,2'R)-2'-[3-(tert-butyldiphenylsilanyloxy)propyl]-2-methylbicyclopropyl-2-yl}methanol

Guidance literature:: With (R,R)-tartaric acid deriv.-B-n-butyl dioxaborolane; diethylzinc; In 1,2-dimethoxyethane; dichloromethane; at -15 ℃; for 3h;
DOI:10.1021/jm0105171

Reference yield:

: 392336-21-9
(1S,2R)-2-[3-(tert-butyldiphenylsilanyloxy)propyl]cyclopropanecarbaldehyde

: 392336-24-2
{(1S,2S,1'S,2'R)-2'-[3-(tert-butyldiphenylsilanyloxy)propyl]-2-methylbicyclopropyl-2-yl}methanol

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / CH₂Cl₂ / 19 h / Heating

2: 79 percent / DIBAL-H / hexane / 1 h / -78 °C

3: 79 percent / Et₂Zn; (R,R)-tartaric acid deriv.-B-n-butyl dioxaborolane / 1,2-dimethoxy-ethane; CH₂Cl₂ / 3 h / -15 °C

With (R,R)-tartaric acid deriv.-B-n-butyl dioxaborolane; diethylzinc; diisobutylaluminium hydride; In 1,2-dimethoxyethane; hexane; dichloromethane; 1: Wittig reaction / 3: Charette asymmetric cyclopropanation;
DOI:10.1021/jm0105171

Reference yield:

: 392336-22-0
(2E)-3-{(1S,2R)-2-[3-(tert-butyldiphenylsilanyloxy)propyl]cyclopropyl}-2-methylacrylic acid ethyl ester

: 392336-24-2
{(1S,2S,1'S,2'R)-2'-[3-(tert-butyldiphenylsilanyloxy)propyl]-2-methylbicyclopropyl-2-yl}methanol

Guidance literature:: Multi-step reaction with 2 steps

1: 79 percent / DIBAL-H / hexane / 1 h / -78 °C

2: 79 percent / Et₂Zn; (R,R)-tartaric acid deriv.-B-n-butyl dioxaborolane / 1,2-dimethoxy-ethane; CH₂Cl₂ / 3 h / -15 °C

With (R,R)-tartaric acid deriv.-B-n-butyl dioxaborolane; diethylzinc; diisobutylaluminium hydride; In 1,2-dimethoxyethane; hexane; dichloromethane; 2: Charette asymmetric cyclopropanation;
DOI:10.1021/jm0105171