(+)-((1S,3aR,4R,7S,8aS)-1-hydroxy-7-(2-hydroxypropan-2-yl)-1-methyldecahydroazulen-4-yl)methyl 4-methylbenzenesulfonate

Base Information

Chemical Name:(+)-((1S,3aR,4R,7S,8aS)-1-hydroxy-7-(2-hydroxypropan-2-yl)-1-methyldecahydroazulen-4-yl)methyl 4-methylbenzenesulfonate
CAS No.:927837-40-9
Molecular Formula:C₂₂H₃₄O₅S
Molecular Weight:410.575
Hs Code.:

Synonyms:(+)-((1S,3aR,4R,7S,8aS)-1-hydroxy-7-(2-hydroxypropan-2-yl)-1-methyldecahydroazulen-4-yl)methyl 4-methylbenzenesulfonate

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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 (+)-((1S,3aR,4R,7S,8aS)-1-hydroxy-7-(2-hydroxypropan-2-yl)-1-methyldecahydroazulen-4-yl)methyl 4-methylbenzenesulfonate

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Technology Process of (+)-((1S,3aR,4R,7S,8aS)-1-hydroxy-7-(2-hydroxypropan-2-yl)-1-methyldecahydroazulen-4-yl)methyl 4-methylbenzenesulfonate

There total 4 articles about (+)-((1S,3aR,4R,7S,8aS)-1-hydroxy-7-(2-hydroxypropan-2-yl)-1-methyldecahydroazulen-4-yl)methyl 4-methylbenzenesulfonate 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: 99.0%

: 927837-39-6
(+)-(1S,3aR,4R,7S,8aS)-4-(hydroxymethyl)-7-(2-hydroxypropan-2-yl)-1-methyldecahydroazulen-1-ol

: 98-59-9
p-toluenesulfonyl chloride

: 927837-40-9
(+)-((1S,3aR,4R,7S,8aS)-1-hydroxy-7-(2-hydroxypropan-2-yl)-1-methyldecahydroazulen-4-yl)methyl 4-methylbenzenesulfonate

Guidance literature:: With dmap; triethylamine; In tetrahydrofuran; dichloromethane; for 8h;
DOI:10.1021/ja0674340

Reference yield:

: 927837-37-4
(-)-(1S,3aR,4R,5Z,7S,8E)-7-(2-hydroxypropan-2-yl)-1-methyl-4-((triisopropylsilyloxy)methyl)-1,2,3,3a,4,7-hexahydroazulen-1-ol

: 927837-40-9
(+)-((1S,3aR,4R,7S,8aS)-1-hydroxy-7-(2-hydroxypropan-2-yl)-1-methyldecahydroazulen-4-yl)methyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 3 steps

1: 63 percent / hydrogen / W_.R_. Grace raney nickel 2800 / acetone / 12 h / 76000 Torr

2: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 12 h

3: 99 percent / triethylamine; 4-dimethylaminopyridine / tetrahydrofuran; CH₂Cl₂ / 8 h

With dmap; tetrabutyl ammonium fluoride; hydrogen; triethylamine; W_.R_. Grace raney nickel 2800; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1021/ja0674340

Reference yield:

: 927837-35-2
C₂₄H₄₄O₃Si

: 927837-40-9
(+)-((1S,3aR,4R,7S,8aS)-1-hydroxy-7-(2-hydroxypropan-2-yl)-1-methyldecahydroazulen-4-yl)methyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 4 steps

1: 76 percent / DBU / benzene / 200 °C

2: 63 percent / hydrogen / W_.R_. Grace raney nickel 2800 / acetone / 12 h / 76000 Torr

3: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 12 h

4: 99 percent / triethylamine; 4-dimethylaminopyridine / tetrahydrofuran; CH₂Cl₂ / 8 h

With dmap; tetrabutyl ammonium fluoride; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; W_.R_. Grace raney nickel 2800; In tetrahydrofuran; dichloromethane; acetone; benzene;
DOI:10.1021/ja0674340