(1S,3aS,5S,7aR)-1-hydroxymethyl-5-(4-methylphenyl)-7a-methylperhydroinden-3a-ol

Base Information

Chemical Name:(1S,3aS,5S,7aR)-1-hydroxymethyl-5-(4-methylphenyl)-7a-methylperhydroinden-3a-ol
CAS No.:178379-49-2
Molecular Formula:C₁₈H₂₆O₂
Molecular Weight:274.403
Hs Code.:

Synonyms:(1S,3aS,5S,7aR)-1-hydroxymethyl-5-(4-methylphenyl)-7a-methylperhydroinden-3a-ol

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Chemical Property of (1S,3aS,5S,7aR)-1-hydroxymethyl-5-(4-methylphenyl)-7a-methylperhydroinden-3a-ol

Chemical Property:

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Technology Process of (1S,3aS,5S,7aR)-1-hydroxymethyl-5-(4-methylphenyl)-7a-methylperhydroinden-3a-ol

There total 9 articles about (1S,3aS,5S,7aR)-1-hydroxymethyl-5-(4-methylphenyl)-7a-methylperhydroinden-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: 42.0%

: 392235-05-1
(1S,3aS,5S,7aR)-1-hydroxymethyl-5-(4-tert-butyldimethylsilyloxymethylphenyl)-7a-methylperhydroinden-3a,5-diol

: 178379-49-2
(1S,3aS,5S,7aR)-1-hydroxymethyl-5-(4-methylphenyl)-7a-methylperhydroinden-3a-ol

: 392235-06-2
(1S,3aS,5S,7aR)-1-hydroxymethyl-5-(4-tert-butyldimethylsilyloxymethylphenyl)-7a-methylperhydroinden-3a-ol

Guidance literature:: With nickel; In ethanol; water; for 3h; Heating;
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

: 178379-49-2
(1S,3aS,5S,7aR)-1-hydroxymethyl-5-(4-methylphenyl)-7a-methylperhydroinden-3a-ol

Guidance literature:: Multi-step reaction with 6 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 / diethyl ether; tetrahydrofuran; hexane / 1.5 h / -78 °C

5.2: 65 percent / tetrahydrofuran; diethyl ether; hexane / 1.5 h / -78 °C

6.1: 42 percent / Raney-Ni / ethanol; H₂O / 3 h / Heating

With n-butyllithium; borane; potassium tert-butylate; oxalic acid; nickel; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; ethanol; hexane; water; acetonitrile; tert-butyl alcohol; 2.1: Wittig reaction;
DOI:10.1021/jm011001k

Reference yield:

: 87736-74-1
4-(tert-butyldimethylsiloxymethyl)bromobenzene

: 178379-49-2
(1S,3aS,5S,7aR)-1-hydroxymethyl-5-(4-methylphenyl)-7a-methylperhydroinden-3a-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / diethyl ether; tetrahydrofuran; hexane / 1.5 h / -78 °C

1.2: 65 percent / tetrahydrofuran; diethyl ether; hexane / 1.5 h / -78 °C

2.1: 42 percent / Raney-Ni / ethanol; H₂O / 3 h / Heating

With n-butyllithium; nickel; In tetrahydrofuran; diethyl ether; ethanol; hexane; water;
DOI:10.1021/jm011001k