(1S,2S,3R,4S)-2-{(Z)-2-[(2R,3S)-3-(benzyloxy)-2-[2-(tert-butyldimethylsiloxy)ethyl]-3-oxetanyl]vinyl}-3-(methoxymethoxy)-7,7,-dimethyl-1-{(Z)-2-[2-(trimethylsilyl)ethoxy]vinyl}bicyclo[2.2.1]heptan-2-ol

Base Information

Chemical Name:(1S,2S,3R,4S)-2-{(Z)-2-[(2R,3S)-3-(benzyloxy)-2-[2-(tert-butyldimethylsiloxy)ethyl]-3-oxetanyl]vinyl}-3-(methoxymethoxy)-7,7,-dimethyl-1-{(Z)-2-[2-(trimethylsilyl)ethoxy]vinyl}bicyclo[2.2.1]heptan-2-ol
CAS No.:213913-00-9
Molecular Formula:C₃₈H₆₄O₇Si₂
Molecular Weight:689.093
Hs Code.:

(1S,2S,3R,4S)-2-{(Z)-2-[(2R,3S)-3-(benzyloxy)-2-[2-(tert-butyldimethylsiloxy)ethyl]-3-oxetanyl]vinyl}-3-(methoxymethoxy)-7,7,-dimethyl-1-{(Z)-2-[2-(trimethylsilyl)ethoxy]vinyl}bicyclo[2.2.1]heptan-2-ol

Synonyms:(1S,2S,3R,4S)-2-{(Z)-2-[(2R,3S)-3-(benzyloxy)-2-[2-(tert-butyldimethylsiloxy)ethyl]-3-oxetanyl]vinyl}-3-(methoxymethoxy)-7,7,-dimethyl-1-{(Z)-2-[2-(trimethylsilyl)ethoxy]vinyl}bicyclo[2.2.1]heptan-2-ol

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Chemical Property of (1S,2S,3R,4S)-2-{(Z)-2-[(2R,3S)-3-(benzyloxy)-2-[2-(tert-butyldimethylsiloxy)ethyl]-3-oxetanyl]vinyl}-3-(methoxymethoxy)-7,7,-dimethyl-1-{(Z)-2-[2-(trimethylsilyl)ethoxy]vinyl}bicyclo[2.2.1]heptan-2-ol

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (1S,2S,3R,4S)-2-{(Z)-2-[(2R,3S)-3-(benzyloxy)-2-[2-(tert-butyldimethylsiloxy)ethyl]-3-oxetanyl]vinyl}-3-(methoxymethoxy)-7,7,-dimethyl-1-{(Z)-2-[2-(trimethylsilyl)ethoxy]vinyl}bicyclo[2.2.1]heptan-2-ol

There total 13 articles about (1S,2S,3R,4S)-2-{(Z)-2-[(2R,3S)-3-(benzyloxy)-2-[2-(tert-butyldimethylsiloxy)ethyl]-3-oxetanyl]vinyl}-3-(methoxymethoxy)-7,7,-dimethyl-1-{(Z)-2-[2-(trimethylsilyl)ethoxy]vinyl}bicyclo[2.2.1]heptan-2-ol 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: 83.0%

: 213912-96-0
[2-{(2R,3S)-3-(benzyloxy)-3-[(Z)-2-iodovinyl]-2-oxetanyl}ethoxy]-tert-butyldimethylsilane

: 213912-78-8
(1S,3R,4S)-3-(methoxymethoxy)-7,7-dimethyl-1-{(Z)-2-[2-(trimethylsilyl)ethoxy]vinyl}bicyclo[2.2.1]heptan-2-one

: 213913-00-9
(1S,2S,3R,4S)-2-{(Z)-2-[(2R,3S)-3-(benzyloxy)-2-[2-(tert-butyldimethylsiloxy)ethyl]-3-oxetanyl]vinyl}-3-(methoxymethoxy)-7,7,-dimethyl-1-{(Z)-2-[2-(trimethylsilyl)ethoxy]vinyl}bicyclo[2.2.1]heptan-2-ol

Guidance literature:: With tert.-butyl lithium; In diethyl ether; at -110 ℃;
DOI:10.1021/jo981059f

Reference yield: 83.0%

: 213912-78-8
(1S,3R,4S)-3-(methoxymethoxy)-7,7-dimethyl-1-{(Z)-2-[2-(trimethylsilyl)ethoxy]vinyl}bicyclo[2.2.1]heptan-2-one

: C₂₀H₃₁LiO₃Si

: 213913-00-9
(1S,2S,3R,4S)-2-{(Z)-2-[(2R,3S)-3-(benzyloxy)-2-[2-(tert-butyldimethylsiloxy)ethyl]-3-oxetanyl]vinyl}-3-(methoxymethoxy)-7,7,-dimethyl-1-{(Z)-2-[2-(trimethylsilyl)ethoxy]vinyl}bicyclo[2.2.1]heptan-2-ol

Guidance literature:: In diethyl ether; toluene; at -110 ℃; for 0.5h;
DOI:10.1002/1099-0690(200006)2000:12<2187::AID-EJOC2187<3.0.CO;2-2

Reference yield:

: 86400-66-0
triphenyl(trimethylsilylethoxymethylene)phosphorane

: 213913-00-9
(1S,2S,3R,4S)-2-{(Z)-2-[(2R,3S)-3-(benzyloxy)-2-[2-(tert-butyldimethylsiloxy)ethyl]-3-oxetanyl]vinyl}-3-(methoxymethoxy)-7,7,-dimethyl-1-{(Z)-2-[2-(trimethylsilyl)ethoxy]vinyl}bicyclo[2.2.1]heptan-2-ol

Guidance literature:: Multi-step reaction with 2 steps

2: 83 percent / t-BuLi / diethyl ether / -110 °C

With tert.-butyl lithium; In diethyl ether;
DOI:10.1021/jo981059f