(1S,3aS,5S,7aR)-1-hydroxymethyl-5-phenyl-7a-methylperhydroinden-3a,5-diol

Base Information

Chemical Name:(1S,3aS,5S,7aR)-1-hydroxymethyl-5-phenyl-7a-methylperhydroinden-3a,5-diol
CAS No.:392235-01-7
Molecular Formula:C₁₇H₂₄O₃
Molecular Weight:276.376
Hs Code.:

Synonyms:(1S,3aS,5S,7aR)-1-hydroxymethyl-5-phenyl-7a-methylperhydroinden-3a,5-diol

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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,3aS,5S,7aR)-1-hydroxymethyl-5-phenyl-7a-methylperhydroinden-3a,5-diol

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Technology Process of (1S,3aS,5S,7aR)-1-hydroxymethyl-5-phenyl-7a-methylperhydroinden-3a,5-diol

There total 5 articles about (1S,3aS,5S,7aR)-1-hydroxymethyl-5-phenyl-7a-methylperhydroinden-3a,5-diol 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: 82.0%

: 591-51-5
phenyllithium

: 178379-39-0
(1S,3aS,7aR)-1-hydroxymethyl-3a-hydroxy-7a-methyl-5-perhydroindenone

: 392235-01-7
(1S,3aS,5S,7aR)-1-hydroxymethyl-5-phenyl-7a-methylperhydroinden-3a,5-diol

Guidance literature:: In tetrahydrofuran; diethyl ether; cyclohexane; at -78 - 0 ℃; for 1h;
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

: 392235-01-7
(1S,3aS,5S,7aR)-1-hydroxymethyl-5-phenyl-7a-methylperhydroinden-3a,5-diol

Guidance literature:: Multi-step reaction with 5 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: 82 percent / tetrahydrofuran; cyclohexane; diethyl ether / 1 h / -78 - 0 °C

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

Reference yield:

: 162240-26-8
C₁₃H₂₀O₄

: 392235-01-7
(1S,3aS,5S,7aR)-1-hydroxymethyl-5-phenyl-7a-methylperhydroinden-3a,5-diol

Guidance literature:: Multi-step reaction with 3 steps

1: NaBH₄ / 2.5 h / -20 °C

2: 68 percent / 1 N pTSA / acetonitrile; H₂O / 16 h

3: 82 percent / tetrahydrofuran; cyclohexane; diethyl ether / 1 h / -78 - 0 °C

With sodium tetrahydroborate; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; cyclohexane; water; acetonitrile;
DOI:10.1021/jm011001k