(1S,3aS,5R,7aR)-1-tert-butyldimethylsilyloxymethyl-5-phenyl-7a-methylperhydroinden-3a-ol

Base Information

Chemical Name:(1S,3aS,5R,7aR)-1-tert-butyldimethylsilyloxymethyl-5-phenyl-7a-methylperhydroinden-3a-ol
CAS No.:392235-41-5
Molecular Formula:C₂₃H₃₈O₂Si
Molecular Weight:374.639
Hs Code.:

Synonyms:(1S,3aS,5R,7aR)-1-tert-butyldimethylsilyloxymethyl-5-phenyl-7a-methylperhydroinden-3a-ol

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Chemical Property of (1S,3aS,5R,7aR)-1-tert-butyldimethylsilyloxymethyl-5-phenyl-7a-methylperhydroinden-3a-ol

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Technology Process of (1S,3aS,5R,7aR)-1-tert-butyldimethylsilyloxymethyl-5-phenyl-7a-methylperhydroinden-3a-ol

There total 9 articles about (1S,3aS,5R,7aR)-1-tert-butyldimethylsilyloxymethyl-5-phenyl-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: 48.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1S,3aS,7aR-1-hydroxymethyl-5-phenyl-7a-methylperhydroinden-3a-ol

: (1S,3aS,5S,7aR)-1-tert-butyldimethylsilyloxymethyl-5-phenyl-7a-methylperhydroinden-3a-ol

: 392235-41-5
(1S,3aS,5R,7aR)-1-tert-butyldimethylsilyloxymethyl-5-phenyl-7a-methylperhydroinden-3a-ol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
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

: 392235-41-5
(1S,3aS,5R,7aR)-1-tert-butyldimethylsilyloxymethyl-5-phenyl-7a-methylperhydroinden-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: 82 percent / tetrahydrofuran; cyclohexane; diethyl ether / 1 h / -78 - 0 °C

6.1: 88 percent / H₂; HClO₄ / 5percent Pd/C / ethyl acetate / 2 h / atmospheric pressure

7.1: 48 percent / imidazole / dimethylformamide / 16 h / 20 °C

With 1H-imidazole; perchloric acid; borane; potassium tert-butylate; hydrogen; oxalic acid; toluene-4-sulfonic acid; 5percent Pd/C; In tetrahydrofuran; diethyl ether; cyclohexane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol; 2.1: Wittig reaction;
DOI:10.1021/jm011001k

Reference yield:

: 591-51-5
phenyllithium

: 392235-41-5
(1S,3aS,5R,7aR)-1-tert-butyldimethylsilyloxymethyl-5-phenyl-7a-methylperhydroinden-3a-ol

Guidance literature:: Multi-step reaction with 3 steps

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

2: 88 percent / H₂; HClO₄ / 5percent Pd/C / ethyl acetate / 2 h / atmospheric pressure

3: 48 percent / imidazole / dimethylformamide / 16 h / 20 °C

With 1H-imidazole; perchloric acid; hydrogen; 5percent Pd/C; In tetrahydrofuran; diethyl ether; cyclohexane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm011001k