1,3-Cyclohexanediol, 4-methylene-5-[(2E)-2-[(1R,3S,3aS,7aR)-octahydro-3-hydroxy-1-[(1R)-5-hydroxy-1,5-dimethylhexyl]-7a-methyl-4H-inden-4-ylidene]ethylidene]-, (1R,3S,5Z)-

Base Information

Chemical Name:1,3-Cyclohexanediol, 4-methylene-5-[(2E)-2-[(1R,3S,3aS,7aR)-octahydro-3-hydroxy-1-[(1R)-5-hydroxy-1,5-dimethylhexyl]-7a-methyl-4H-inden-4-ylidene]ethylidene]-, (1R,3S,5Z)-
CAS No.:1181661-90-4
Molecular Formula:C27H44O4
Molecular Weight:432.644
Hs Code.:
Mol file:1181661-90-4.mol

1,3-Cyclohexanediol, 4-methylene-5-[(2E)-2-[(1R,3S,3aS,7aR)-octahydro-3-hydroxy-1-[(1R)-5-hydroxy-1,5-dimethylhexyl]-7a-methyl-4H-inden-4-ylidene]ethylidene]-, (1R,3S,5Z)-

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Chemical Property of 1,3-Cyclohexanediol, 4-methylene-5-[(2E)-2-[(1R,3S,3aS,7aR)-octahydro-3-hydroxy-1-[(1R)-5-hydroxy-1,5-dimethylhexyl]-7a-methyl-4H-inden-4-ylidene]ethylidene]-, (1R,3S,5Z)-

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Technology Process of 1,3-Cyclohexanediol, 4-methylene-5-[(2E)-2-[(1R,3S,3aS,7aR)-octahydro-3-hydroxy-1-[(1R)-5-hydroxy-1,5-dimethylhexyl]-7a-methyl-4H-inden-4-ylidene]ethylidene]-, (1R,3S,5Z)-

There total 13 articles about 1,3-Cyclohexanediol, 4-methylene-5-[(2E)-2-[(1R,3S,3aS,7aR)-octahydro-3-hydroxy-1-[(1R)-5-hydroxy-1,5-dimethylhexyl]-7a-methyl-4H-inden-4-ylidene]ethylidene]-, (1R,3S,5Z)- 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: 58.0%

: 1181662-14-5
3-O-(tert-butyldimethylsilyl)-1α-[(tert-butyldimethylsilyl)oxy]-15α,25-bis(methoxymethoxy)vitamin D3

: 1181661-90-4
1α,15α,25-trihydroxyvitamin D3

Guidance literature:: With (1S)-10-camphorsulfonic acid; In methanol; at 0 - 20 ℃; for 23h; Inert atmosphere;
DOI:10.1021/ol200828s

Reference yield:

: 1181662-05-4
(1S,2S,6S,7Z,8S,9R)-2-[(tert-butyldimethylsilyl)oxy]-8,9-epoxy-7-ethylidene-6-methylbicyclo[4.3.0]nonane

: 1181661-90-4
1α,15α,25-trihydroxyvitamin D3

Guidance literature:: Multi-step reaction with 7 steps

1.1: magnesium / tetrahydrofuran; diethyl ether / -78 °C / Inert atmosphere

1.2: 1 h / -78 °C

1.3: 20 h / -78 - 20 °C / Inert atmosphere

2.1: palladium on carbon; hydrogen / methanol / 23 h / 20 °C / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2.5 h / 0 - 20 °C / Inert atmosphere

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 15 h / 0 - 80 °C / Inert atmosphere

5.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere; Molecular sieve

6.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -78 °C / Inert atmosphere

6.2: 3 h / -78 - 20 °C / Inert atmosphere

7.1: (1S)-10-camphorsulfonic acid / methanol / 23 h / 0 - 20 °C / Inert atmosphere

With n-butyllithium; tetrapropylammonium perruthennate; palladium on carbon; (1S)-10-camphorsulfonic acid; tetrabutyl ammonium fluoride; hydrogen; magnesium; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane;
DOI:10.1021/ol200828s

Reference yield:

: 1181662-09-8
(1S,5S,6S,7S)-5-[(tert-butyldimethylsilyl)oxy]-9-[(R)-6-(methoxymethoxy)-6-methylheptan-2-yl]-1-methylbicyclo[4.3.0]non-8-en-7-ol

: 1181661-90-4
1α,15α,25-trihydroxyvitamin D3

Guidance literature:: Multi-step reaction with 6 steps

1.1: palladium on carbon; hydrogen / methanol / 23 h / 20 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2.5 h / 0 - 20 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 15 h / 0 - 80 °C / Inert atmosphere

4.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere; Molecular sieve

5.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -78 °C / Inert atmosphere

5.2: 3 h / -78 - 20 °C / Inert atmosphere

6.1: (1S)-10-camphorsulfonic acid / methanol / 23 h / 0 - 20 °C / Inert atmosphere

With n-butyllithium; tetrapropylammonium perruthennate; palladium on carbon; (1S)-10-camphorsulfonic acid; tetrabutyl ammonium fluoride; hydrogen; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1021/ol200828s