(1S,3aS,5S,7aR)-1-hydroxymethyl-5-(4-cis-tert-butyldimethylsilyloxycyclohexyl)-7a-methylperhydroindene-3a-ol

Base Information

Chemical Name:(1S,3aS,5S,7aR)-1-hydroxymethyl-5-(4-cis-tert-butyldimethylsilyloxycyclohexyl)-7a-methylperhydroindene-3a-ol
CAS No.:392235-28-8
Molecular Formula:C₂₃H₄₄O₃Si
Molecular Weight:396.686
Hs Code.:

Synonyms:(1S,3aS,5S,7aR)-1-hydroxymethyl-5-(4-cis-tert-butyldimethylsilyloxycyclohexyl)-7a-methylperhydroindene-3a-ol

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Chemical Property of (1S,3aS,5S,7aR)-1-hydroxymethyl-5-(4-cis-tert-butyldimethylsilyloxycyclohexyl)-7a-methylperhydroindene-3a-ol

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Technology Process of (1S,3aS,5S,7aR)-1-hydroxymethyl-5-(4-cis-tert-butyldimethylsilyloxycyclohexyl)-7a-methylperhydroindene-3a-ol

There total 10 articles about (1S,3aS,5S,7aR)-1-hydroxymethyl-5-(4-cis-tert-butyldimethylsilyloxycyclohexyl)-7a-methylperhydroindene-3a-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: 50.0%

: 392235-17-5
(1S,3aS,5S,7aR)-1-hydroxymethyl-5-(4-tert-butyldimethylsilyloxyphenyl)-7a-methylperhydroinden-3a-ol

: 392235-28-8
(1S,3aS,5S,7aR)-1-hydroxymethyl-5-(4-cis-tert-butyldimethylsilyloxycyclohexyl)-7a-methylperhydroindene-3a-ol

Guidance literature:: With hydrogen; 5percent Rh/Al₂O₃; In methanol; for 24h; under 3268.22 Torr;
DOI:10.1021/jm011001k

Reference yield:

: 67963-68-2
t-butyldimethylsilyl-4-bromophenol

: 392235-28-8
(1S,3aS,5S,7aR)-1-hydroxymethyl-5-(4-cis-tert-butyldimethylsilyloxycyclohexyl)-7a-methylperhydroindene-3a-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / hexane / 4 h / 20 °C

1.2: 43 percent / hexane; tetrahydrofuran / 1.5 h / -78 °C

2.1: 53 percent / Ranye-Ni / ethanol / 8 h / Heating

3.1: 50 percent / H₂ / 5percent Rh/Al₂O₃ / methanol / 24 h / 3268.22 Torr

With n-butyllithium; Ranye-Ni; hydrogen; 5percent Rh/Al₂O₃; In methanol; ethanol; hexane;
DOI:10.1021/jm011001k

Reference yield:

: 33879-04-8,51065-67-9
(+)-(3aS,7aS)-2,3,3a,4,7,7a-hexahydro-3a-hydroxy-7a-methyl-1H-indene-1,5(6H)-dione

: 392235-28-8
(1S,3aS,5S,7aR)-1-hydroxymethyl-5-(4-cis-tert-butyldimethylsilyloxycyclohexyl)-7a-methylperhydroindene-3a-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 83 percent / oxalic acid / acetonitrile / 16 h

2.1: 77 percent / t-BuOK / 2-methyl-propan-2-ol; tetrahydrofuran / 2 h / Heating

3.1: BH₃ / tetrahydrofuran / 1 h / 20 °C

3.2: 20 percent / NaBO₃; aq. NaOH / 16 h / 20 °C

4.1: 68 percent / 1 N pTSA / acetonitrile; H₂O / 16 h

5.1: n-butyllithium / hexane / 4 h / 20 °C

5.2: 43 percent / hexane; tetrahydrofuran / 1.5 h / -78 °C

6.1: 53 percent / Ranye-Ni / ethanol / 8 h / Heating

7.1: 50 percent / H₂ / 5percent Rh/Al₂O₃ / methanol / 24 h / 3268.22 Torr

With n-butyllithium; Ranye-Ni; borane; potassium tert-butylate; hydrogen; oxalic acid; toluene-4-sulfonic acid; 5percent Rh/Al₂O₃; In tetrahydrofuran; methanol; ethanol; hexane; water; acetonitrile; tert-butyl alcohol; 2.1: Wittig reaction;
DOI:10.1021/jm011001k