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

Base Information

Chemical Name:(1S,2S,3S,4R,6S,7S,8R,12S)-3,7-Dibenzyloxy-6-(3-butenyl)-4,6-(dicyclohexylsilylenedioxy)-2,12-(isopropylidenedioxy)-1,5,5-trimethyl-9-methylenebicyclo[6.4.0]dodecane
CAS No.:202341-03-5
Molecular Formula:C₄₉H₇₀O₆Si
Molecular Weight:783.177
Hs Code.:

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

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

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

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

There total 13 articles about (1S,2S,3S,4R,6S,7S,8R,12S)-3,7-Dibenzyloxy-6-(3-butenyl)-4,6-(dicyclohexylsilylenedioxy)-2,12-(isopropylidenedioxy)-1,5,5-trimethyl-9-methylenebicyclo[6.4.0]dodecane 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: 100.0%

: 190776-33-1
Dicyclohexylsilyl bis(trifluoromethanesulfonate)

: 202340-82-7
(1R,2S,3S,5R,6R,7S,8S,9S)-2,6-Dibenzyloxy-3-(3-butenyl)-7,9-(isopropylidenedioxy)-4,4,8-trimethyl-12-methylenebicyclo[6.4.0]dodecan-3,5-diol

: 202341-03-5
(1S,2S,3S,4R,6S,7S,8R,12S)-3,7-Dibenzyloxy-6-(3-butenyl)-4,6-(dicyclohexylsilylenedioxy)-2,12-(isopropylidenedioxy)-1,5,5-trimethyl-9-methylenebicyclo[6.4.0]dodecane

Guidance literature:: With pyridine; at 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

: 202341-03-5
(1S,2S,3S,4R,6S,7S,8R,12S)-3,7-Dibenzyloxy-6-(3-butenyl)-4,6-(dicyclohexylsilylenedioxy)-2,12-(isopropylidenedioxy)-1,5,5-trimethyl-9-methylenebicyclo[6.4.0]dodecane

Guidance literature:: Multi-step reaction with 4 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

3.1: 100 percent / TBAF / tetrahydrofuran / 1 h / 50 °C

4.1: 100 percent / pyridine / toluene / 0.25 h / 0 °C

With pyridine; dipyridinium dichromate; tetrabutyl ammonium fluoride; sec.-butyllithium; In tetrahydrofuran; dichloromethane; cyclohexane; toluene; 1.1: Oxidation / 2.1: Metallation / 2.2: Alkylation / 3.1: Substitution / 4.1: Etherification;
DOI:10.1002/(sici)1521-3765(19990104)5:1<121::aid-chem121>3.3.co;2-f

Reference yield:

: 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

: 202341-03-5
(1S,2S,3S,4R,6S,7S,8R,12S)-3,7-Dibenzyloxy-6-(3-butenyl)-4,6-(dicyclohexylsilylenedioxy)-2,12-(isopropylidenedioxy)-1,5,5-trimethyl-9-methylenebicyclo[6.4.0]dodecane

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 96 percent / cyclohexane; benzene / 1 h / 0 °C

2.1: 100 percent / TBAF / tetrahydrofuran / 1 h / 50 °C

3.1: 100 percent / pyridine / toluene / 0.25 h / 0 °C

With pyridine; tetrabutyl ammonium fluoride; sec.-butyllithium; In tetrahydrofuran; cyclohexane; toluene; 1.1: Metallation / 1.2: Alkylation / 2.1: Substitution / 3.1: Etherification;
DOI:10.1002/(sici)1521-3765(19990104)5:1<121::aid-chem121>3.3.co;2-f