(4aS,6aS,12aS,12bS)-2H-9,10-dibenzyloxy-11-chloro-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-6a-[(phenylseleno)methyl]-4,4,12b-trimethyl-benzo[a]xanthen-12-ol

Base Information

Chemical Name:(4aS,6aS,12aS,12bS)-2H-9,10-dibenzyloxy-11-chloro-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-6a-[(phenylseleno)methyl]-4,4,12b-trimethyl-benzo[a]xanthen-12-ol
CAS No.:682744-29-2
Molecular Formula:C₄₁H₄₅ClO₄Se
Molecular Weight:716.219
Hs Code.:

(4aS,6aS,12aS,12bS)-2H-9,10-dibenzyloxy-11-chloro-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-6a-[(phenylseleno)methyl]-4,4,12b-trimethyl-benzo[a]xanthen-12-ol

Synonyms:(4aS,6aS,12aS,12bS)-2H-9,10-dibenzyloxy-11-chloro-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-6a-[(phenylseleno)methyl]-4,4,12b-trimethyl-benzo[a]xanthen-12-ol

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Chemical Property of (4aS,6aS,12aS,12bS)-2H-9,10-dibenzyloxy-11-chloro-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-6a-[(phenylseleno)methyl]-4,4,12b-trimethyl-benzo[a]xanthen-12-ol

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Technology Process of (4aS,6aS,12aS,12bS)-2H-9,10-dibenzyloxy-11-chloro-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-6a-[(phenylseleno)methyl]-4,4,12b-trimethyl-benzo[a]xanthen-12-ol

There total 1 articles about (4aS,6aS,12aS,12bS)-2H-9,10-dibenzyloxy-11-chloro-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-6a-[(phenylseleno)methyl]-4,4,12b-trimethyl-benzo[a]xanthen-12-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: 38.0%

: 682744-27-0
(1S,4aS,8aS)-1-[(3,4-dibenzyloxy-2-chloro-6-hydroxyphenyl)-hydroxymethyl]-3H-2-methylene-1,4,4a,5,6,7,8,8a-octahydro-5,5,8a-trimethylnaphthalene

: 71098-88-9
N-phenylselanylphthalimide

: 765950-78-5
(4aS,6aS,12bS)-2H-9,10-dibenzyloxy-11-chloro-1,3,4,4a,5,6,6a,12b-octahydro-6a-[(phenylseleno)methyl]-4,4,12b-trimethyl-benzo[a]xanthene

: 682744-29-2
(4aS,6aS,12aS,12bS)-2H-9,10-dibenzyloxy-11-chloro-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-6a-[(phenylseleno)methyl]-4,4,12b-trimethyl-benzo[a]xanthen-12-ol

Guidance literature:: With tin(IV) chloride; In dichloromethane; at -78 ℃; for 4h;
DOI:10.1021/jo0491399

Reference yield: 94.0%

: 682744-29-2
(4aS,6aS,12aS,12bS)-2H-9,10-dibenzyloxy-11-chloro-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-6a-[(phenylseleno)methyl]-4,4,12b-trimethyl-benzo[a]xanthen-12-ol

: 108-24-7
acetic anhydride

: 682744-31-6
(4aS,6aS,12aS,12bS)-2H-12-acetoxy-9,10-dibenzyloxy-11-chloro-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-6a-[(phenylseleno)methyl]-4,4,12b-trimethyl-benzo[a]xanthene

Guidance literature:: With pyridine; dmap; In dichloromethane; at 25 ℃; for 18h;
DOI:10.1021/jo0491399

Reference yield:

: 682744-29-2
(4aS,6aS,12aS,12bS)-2H-9,10-dibenzyloxy-11-chloro-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-6a-[(phenylseleno)methyl]-4,4,12b-trimethyl-benzo[a]xanthen-12-ol

: 682744-33-8
(4aS,6aS,12aS,12bS)-2H-12-acetoxy-9,10-dibenzyloxy-11-chloro-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-4,4,6a,12b-tetramethyl-benzo[a]xanthene

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / 4-(dimethylamino)pyridine; pyridine / CH₂Cl₂ / 18 h / 25 °C

2: 91 percent / AIBN; n-Bu₃SnH / toluene / 15 h / Heating

With pyridine; dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In dichloromethane; toluene;
DOI:10.1021/jo0491399