(1R,2S,3S,5R,6S,7S,8R,9S)-2,6-bis(benzyloxy)-5-(t-butyldimethylsilyloxy)-7,9-(isopropylidenedioxy)-8-(methoxymethoxymethyl)-4,4-dimethyl-12-methylenebicyclo[6.4.0]dodecan-3-ol

Base Information

Chemical Name:(1R,2S,3S,5R,6S,7S,8R,9S)-2,6-bis(benzyloxy)-5-(t-butyldimethylsilyloxy)-7,9-(isopropylidenedioxy)-8-(methoxymethoxymethyl)-4,4-dimethyl-12-methylenebicyclo[6.4.0]dodecan-3-ol
CAS No.:815598-62-0
Molecular Formula:C₄₁H₆₂O₈Si
Molecular Weight:711.024
Hs Code.:

(1R,2S,3S,5R,6S,7S,8R,9S)-2,6-bis(benzyloxy)-5-(t-butyldimethylsilyloxy)-7,9-(isopropylidenedioxy)-8-(methoxymethoxymethyl)-4,4-dimethyl-12-methylenebicyclo[6.4.0]dodecan-3-ol

Synonyms:(1R,2S,3S,5R,6S,7S,8R,9S)-2,6-bis(benzyloxy)-5-(t-butyldimethylsilyloxy)-7,9-(isopropylidenedioxy)-8-(methoxymethoxymethyl)-4,4-dimethyl-12-methylenebicyclo[6.4.0]dodecan-3-ol

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Chemical Property of (1R,2S,3S,5R,6S,7S,8R,9S)-2,6-bis(benzyloxy)-5-(t-butyldimethylsilyloxy)-7,9-(isopropylidenedioxy)-8-(methoxymethoxymethyl)-4,4-dimethyl-12-methylenebicyclo[6.4.0]dodecan-3-ol

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Technology Process of (1R,2S,3S,5R,6S,7S,8R,9S)-2,6-bis(benzyloxy)-5-(t-butyldimethylsilyloxy)-7,9-(isopropylidenedioxy)-8-(methoxymethoxymethyl)-4,4-dimethyl-12-methylenebicyclo[6.4.0]dodecan-3-ol

There total 4 articles about (1R,2S,3S,5R,6S,7S,8R,9S)-2,6-bis(benzyloxy)-5-(t-butyldimethylsilyloxy)-7,9-(isopropylidenedioxy)-8-(methoxymethoxymethyl)-4,4-dimethyl-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: 100.0%

: 815598-50-6
(1R,2S,3S,4R,6R,7S,8R,12S)-3,7-bis(benzyloxy)-4-(t-butyldimethylsilyloxy)-2,12-(isopropylidenedioxy)-6-(4-methoxybenzyloxy)-1-(methoxymethoxymethyl)-5,5-dimethyl-9-methylenebicyclo[6.4.0]dodecane

: 815598-62-0
(1R,2S,3S,5R,6S,7S,8R,9S)-2,6-bis(benzyloxy)-5-(t-butyldimethylsilyloxy)-7,9-(isopropylidenedioxy)-8-(methoxymethoxymethyl)-4,4-dimethyl-12-methylenebicyclo[6.4.0]dodecan-3-ol

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In phosphate buffer; dichloromethane; at 0 ℃;
DOI:10.1246/cl.2004.1412

Reference yield:

: 677751-25-6
(1R,3R,4R,6R,7S,8R,12S)-3,7-bis(benzyloxy)-4-(t-butyldimethylsilyloxy)-12-hydroxy-1-methoxymethoxymethyl-6-(4-methoxybenzyloxy)-5,5-dimethyl-9-methylenebicyclo[6.4.0]dodecan-2-one

: 815598-62-0
(1R,2S,3S,5R,6S,7S,8R,9S)-2,6-bis(benzyloxy)-5-(t-butyldimethylsilyloxy)-7,9-(isopropylidenedioxy)-8-(methoxymethoxymethyl)-4,4-dimethyl-12-methylenebicyclo[6.4.0]dodecan-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 81 percent / LiAlH₄; sulfuric acid; water / tetrahydrofuran; toluene / 2 h / -23 °C

2: 92 percent / camphorsulfonic acid / CH₂Cl₂ / 5 h / 20 °C

3: 100 percent / phosphate buffer; 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 1.5 h / 0 °C / pH 7

With lithium aluminium tetrahydride; phosphate buffer; sulfuric acid; camphor-10-sulfonic acid; water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1246/bcsj.78.677

Reference yield:

: 855301-78-9
(1R,2S,3S,4R,6R,7S,8R,12S)-3,7-bis(benzyloxy)-4-(t-butyldimethylsilyloxy)-6-(4-methoxybenzyloxy)-1-(methoxymethoxymethyl)-5,5-dimethyl-9-methylenebicyclo[6.4.0]dodecane-2,12-diol

: 815598-62-0
(1R,2S,3S,5R,6S,7S,8R,9S)-2,6-bis(benzyloxy)-5-(t-butyldimethylsilyloxy)-7,9-(isopropylidenedioxy)-8-(methoxymethoxymethyl)-4,4-dimethyl-12-methylenebicyclo[6.4.0]dodecan-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / camphorsulfonic acid / CH₂Cl₂ / 5 h / 20 °C

2: 100 percent / phosphate buffer; 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 1.5 h / 0 °C / pH 7

With phosphate buffer; camphor-10-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water;
DOI:10.1246/bcsj.78.677