(1S,3aS,4R,7aS)-1-(tert-Butyl-diphenyl-silanyloxy)-7a-methyl-octahydro-inden-4-ol

Base Information

Chemical Name:(1S,3aS,4R,7aS)-1-(tert-Butyl-diphenyl-silanyloxy)-7a-methyl-octahydro-inden-4-ol
CAS No.:140659-50-3
Molecular Formula:C₂₆H₃₆O₂Si
Molecular Weight:408.656
Hs Code.:

Synonyms:(1S,3aS,4R,7aS)-1-(tert-Butyl-diphenyl-silanyloxy)-7a-methyl-octahydro-inden-4-ol

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Chemical Property of (1S,3aS,4R,7aS)-1-(tert-Butyl-diphenyl-silanyloxy)-7a-methyl-octahydro-inden-4-ol

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Technology Process of (1S,3aS,4R,7aS)-1-(tert-Butyl-diphenyl-silanyloxy)-7a-methyl-octahydro-inden-4-ol

There total 14 articles about (1S,3aS,4R,7aS)-1-(tert-Butyl-diphenyl-silanyloxy)-7a-methyl-octahydro-inden-4-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:

: 140659-40-1
(1S,4R,7aS)-1-(tert-Butyl-diphenyl-silanyloxy)-7a-methyl-2,4,5,6,7,7a-hexahydro-1H-inden-4-ol

: 140659-49-0
(1S,3aR,4R,7aS)-1-(tert-Butyl-diphenyl-silanyloxy)-7a-methyl-octahydro-inden-4-ol

: 140659-50-3
(1S,3aS,4R,7aS)-1-(tert-Butyl-diphenyl-silanyloxy)-7a-methyl-octahydro-inden-4-ol

Guidance literature:: With hydrogen; Wilkinson's catalyst; In benzene; under 2068.6 Torr; Yield given. Yields of byproduct given;
DOI:10.1021/jo00037a039

Reference yield:

: 99181-30-3,140659-27-4,140659-28-5
<1S-(1α,7aα)>-2,3,5,6,7,7a-Hexahydro-1,5-dihydroxy-7a-methyl-1H-indene

: 140659-50-3
(1S,3aS,4R,7aS)-1-(tert-Butyl-diphenyl-silanyloxy)-7a-methyl-octahydro-inden-4-ol

Guidance literature:: Multi-step reaction with 10 steps

1: 97 percent / pyridine / 48 h / Ambient temperature

2: 72 percent / Li, NH₃ / diethyl ether / a) -78 deg C, 2 h, b) 1.5 h

3: imidazole / dimethylformamide; CH₂Cl₂ / Ambient temperature

4: 1. B₂H₆, 2. 10 percent NaOH, 30percent H₂O₂ / 1. THF, r.t.; 2. 60 deg C

5: pyridinium dichromate (PDC) / CH₂Cl₂ / Ambient temperature

6: LiI, hexamethyldisilazane (HMDS) / CH₂Cl₂ / -5 °C

7: diethyl ether

8: m-chloroperbenzoic acid (m-CPBA) / CH₂Cl₂ / -78 °C

9: CeCl₃*7H₂O, NaBH₄ / methanol

10: H₂ / (PPh₃)3RhCl (Wilkinson's catalyst) / benzene / 2068.6 Torr

With pyridine; 1H-imidazole; sodium hydroxide; sodium tetrahydroborate; dipyridinium dichromate; cerium(III) chloride; ammonia; hydrogen; dihydrogen peroxide; lithium; 3-chloro-benzenecarboperoxoic acid; 1,1,1,3,3,3-hexamethyl-disilazane; lithium iodide; diborane; Wilkinson's catalyst; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00037a039

Reference yield:

: 140923-33-7
<1S-(1α,7aα)>-2,3,5,6,7,7a-Hexahydro-7a-methyl-1H-inden-1-ol

: 140659-50-3
(1S,3aS,4R,7aS)-1-(tert-Butyl-diphenyl-silanyloxy)-7a-methyl-octahydro-inden-4-ol

Guidance literature:: Multi-step reaction with 8 steps

1: imidazole / dimethylformamide; CH₂Cl₂ / Ambient temperature

2: 1. B₂H₆, 2. 10 percent NaOH, 30percent H₂O₂ / 1. THF, r.t.; 2. 60 deg C

3: pyridinium dichromate (PDC) / CH₂Cl₂ / Ambient temperature

4: LiI, hexamethyldisilazane (HMDS) / CH₂Cl₂ / -5 °C

5: diethyl ether

6: m-chloroperbenzoic acid (m-CPBA) / CH₂Cl₂ / -78 °C

7: CeCl₃*7H₂O, NaBH₄ / methanol

8: H₂ / (PPh₃)3RhCl (Wilkinson's catalyst) / benzene / 2068.6 Torr

With 1H-imidazole; sodium hydroxide; sodium tetrahydroborate; dipyridinium dichromate; cerium(III) chloride; hydrogen; dihydrogen peroxide; 3-chloro-benzenecarboperoxoic acid; 1,1,1,3,3,3-hexamethyl-disilazane; lithium iodide; diborane; Wilkinson's catalyst; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00037a039