(1S,2S,3aR,9aR)-1-((R)-3-Cyclohexyl-3-hydroxy-propyl)-5-methoxy-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-2-ol

Base Information

Chemical Name:(1S,2S,3aR,9aR)-1-((R)-3-Cyclohexyl-3-hydroxy-propyl)-5-methoxy-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-2-ol
CAS No.:99512-01-3
Molecular Formula:C₂₃H₃₄O₃
Molecular Weight:358.521
Hs Code.:

Synonyms:(1S,2S,3aR,9aR)-1-((R)-3-Cyclohexyl-3-hydroxy-propyl)-5-methoxy-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-2-ol

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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,2S,3aR,9aR)-1-((R)-3-Cyclohexyl-3-hydroxy-propyl)-5-methoxy-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-2-ol

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (1S,2S,3aR,9aR)-1-((R)-3-Cyclohexyl-3-hydroxy-propyl)-5-methoxy-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-2-ol

There total 1 articles about (1S,2S,3aR,9aR)-1-((R)-3-Cyclohexyl-3-hydroxy-propyl)-5-methoxy-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-2-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: 41.0%

: 1-[(R)-3-Cyclohexyl-3-(tetrahydro-pyran-2-yloxy)-propyl]-5-methoxy-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-2-ol

: 99512-01-3
(1S,2S,3aR,9aR)-1-((R)-3-Cyclohexyl-3-hydroxy-propyl)-5-methoxy-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-2-ol

: 99511-98-5
15-cyclohexyl-9-deoxy-13,14-dihydro-2',9α-methano-3-oxa-1,4,5,6,16,17,18,19,20-nonanor-3,7-(1',3'-inter-phenylene)-PGF1

Guidance literature:: With acetic acid; In tetrahydrofuran; water; at 45 ℃; for 3h;
DOI:10.1021/ja00312a028

Reference yield: 5.1%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 99512-01-3
(1S,2S,3aR,9aR)-1-((R)-3-Cyclohexyl-3-hydroxy-propyl)-5-methoxy-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-2-ol

: 111026-00-7
1(S)-(3-cyclohexyl-3(R)-hydroxypropyl)-2,3,3a,4,9,9a-hexahydro-2(S)-<(tert-butyldimethylsilyl)oxy>-5-methoxy-(3aR,9aR)-1H-benzindene

: (1S,2S,3aR,9aR)-2-(tert-Butyl-dimethyl-silanyloxy)-1-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propyl]-5-methoxy-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalene

Guidance literature:: With 1H-imidazole; In tetrahydrofuran; at 0 - 20 ℃; for 96h;
DOI:10.1021/jo00234a016

Reference yield:

: 99512-01-3
(1S,2S,3aR,9aR)-1-((R)-3-Cyclohexyl-3-hydroxy-propyl)-5-methoxy-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-2-ol

: 111137-56-5
1(S)-(3-cyclohexylpropyl)-2,3,3a,4,9,9a-hexahydro-(3aR,9aR)-1H-benzindene-2(S)-2,5-diol

Guidance literature:: Multi-step reaction with 5 steps

1: 81.6 percent / imidazole / tetrahydrofuran / 96 h / 0 - 20 °C

2: pyridine, water / 24.5 h / 0 - 20 °C

3: 58.6 percent / lithium aluminum hydride / diethyl ether / 24 h / Ambient temperature

4: 81.5 percent / 1 N HCl / propan-2-ol; tetrahydrofuran / 24 h

5: 90 percent / diphenylphosphine, n-butyllithium / tetrahydrofuran; hexane / 25 h / 70 °C

With pyridine; 1H-imidazole; hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; water; diphenylphosphane; In tetrahydrofuran; diethyl ether; hexane; isopropyl alcohol;
DOI:10.1021/jo00234a016