(1R,2S,3S,5R,6S,7S,8S,9S)-2,6-Dibenzyloxy-3-(3-butenyl)-5-(tert-butyldimethylsiloxy)-7,9-(isopropylidenedioxy)-4,4,8-trimethyl-12-methylenebicyclo[6.4.0]dodecan-3-ol

Base Information

Chemical Name:(1R,2S,3S,5R,6S,7S,8S,9S)-2,6-Dibenzyloxy-3-(3-butenyl)-5-(tert-butyldimethylsiloxy)-7,9-(isopropylidenedioxy)-4,4,8-trimethyl-12-methylenebicyclo[6.4.0]dodecan-3-ol
CAS No.:194420-21-8
Molecular Formula:C₄₃H₆₄O₆Si
Molecular Weight:705.063
Hs Code.:

(1R,2S,3S,5R,6S,7S,8S,9S)-2,6-Dibenzyloxy-3-(3-butenyl)-5-(tert-butyldimethylsiloxy)-7,9-(isopropylidenedioxy)-4,4,8-trimethyl-12-methylenebicyclo[6.4.0]dodecan-3-ol

Synonyms:(1R,2S,3S,5R,6S,7S,8S,9S)-2,6-Dibenzyloxy-3-(3-butenyl)-5-(tert-butyldimethylsiloxy)-7,9-(isopropylidenedioxy)-4,4,8-trimethyl-12-methylenebicyclo[6.4.0]dodecan-3-ol

Suppliers and Price of (1R,2S,3S,5R,6S,7S,8S,9S)-2,6-Dibenzyloxy-3-(3-butenyl)-5-(tert-butyldimethylsiloxy)-7,9-(isopropylidenedioxy)-4,4,8-trimethyl-12-methylenebicyclo[6.4.0]dodecan-3-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1R,2S,3S,5R,6S,7S,8S,9S)-2,6-Dibenzyloxy-3-(3-butenyl)-5-(tert-butyldimethylsiloxy)-7,9-(isopropylidenedioxy)-4,4,8-trimethyl-12-methylenebicyclo[6.4.0]dodecan-3-ol

Chemical Property:

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

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Technology Process of (1R,2S,3S,5R,6S,7S,8S,9S)-2,6-Dibenzyloxy-3-(3-butenyl)-5-(tert-butyldimethylsiloxy)-7,9-(isopropylidenedioxy)-4,4,8-trimethyl-12-methylenebicyclo[6.4.0]dodecan-3-ol

There total 11 articles about (1R,2S,3S,5R,6S,7S,8S,9S)-2,6-Dibenzyloxy-3-(3-butenyl)-5-(tert-butyldimethylsiloxy)-7,9-(isopropylidenedioxy)-4,4,8-trimethyl-12-methylenebicyclo[6.4.0]dodecan-3-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: 96.0%

: 7766-51-0
4-iodobut-1-ene

: 194420-20-7
(1R,2S,5R,6S,7S,8S,9S)-2,6-Dibenzyloxy-5-(tert-butyldimethylsiloxy)-7,9-(isopropylidenedioxy)-4,4,8-trimethyl-12-methylenebicyclo[6.4.0]dodecan-3-one

: 194420-21-8
(1R,2S,3S,5R,6S,7S,8S,9S)-2,6-Dibenzyloxy-3-(3-butenyl)-5-(tert-butyldimethylsiloxy)-7,9-(isopropylidenedioxy)-4,4,8-trimethyl-12-methylenebicyclo[6.4.0]dodecan-3-ol

Guidance literature:: With sec.-butyllithium; In cyclohexane; benzene; at -23 - 0 ℃;
DOI:10.1246/cl.1998.1

Reference yield:

: 222726-95-6
(1R,2S,3R,5R,6S,7S,8S,9S)-2,6-Dibenzyloxy-5-(tert-butyldimethylsiloxy)-7,9-(isopropylidenedioxy)-4,4,8-trimethyl-12-methylenebicyclo[6.4.0]dodecan-3-ol

: 194420-21-8
(1R,2S,3S,5R,6S,7S,8S,9S)-2,6-Dibenzyloxy-3-(3-butenyl)-5-(tert-butyldimethylsiloxy)-7,9-(isopropylidenedioxy)-4,4,8-trimethyl-12-methylenebicyclo[6.4.0]dodecan-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 90 percent / PDC / CH₂Cl₂ / 16 h / 20 °C

2.1: s-BuLi / cyclohexane / 0.42 h / -23 °C

2.2: 96 percent / cyclohexane; benzene / 1 h / 0 °C

With dipyridinium dichromate; sec.-butyllithium; In dichloromethane; cyclohexane; 1.1: Oxidation / 2.1: Metallation / 2.2: Alkylation;
DOI:10.1002/(sici)1521-3765(19990104)5:1<121::aid-chem121>3.3.co;2-f

Reference yield:

: 194420-19-4
(1S,2S,3S,4R,6R,7S,8R,12S)-3,7-Dibenzyloxy-4-(tert-butyldimethylsiloxy)-2,12-(isopropylidenedioxy)-6-(p-methoxybenzyloxy)-1,5,5-trimethyl-9-methylenebicyclo[6.4.0]dodecane

: 194420-21-8
(1R,2S,3S,5R,6S,7S,8S,9S)-2,6-Dibenzyloxy-3-(3-butenyl)-5-(tert-butyldimethylsiloxy)-7,9-(isopropylidenedioxy)-4,4,8-trimethyl-12-methylenebicyclo[6.4.0]dodecan-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 97 percent / DDQ; H₂O / CH₂Cl₂ / 1 h / 20 °C

2.1: 90 percent / PDC / CH₂Cl₂ / 16 h / 20 °C

3.1: s-BuLi / cyclohexane / 0.42 h / -23 °C

3.2: 96 percent / cyclohexane; benzene / 1 h / 0 °C

With dipyridinium dichromate; water; sec.-butyllithium; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; cyclohexane; 1.1: Hydrolysis / 2.1: Oxidation / 3.1: Metallation / 3.2: Alkylation;
DOI:10.1002/(sici)1521-3765(19990104)5:1<121::aid-chem121>3.3.co;2-f