3-[(1R,6S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-1,6-dimethyl-cyclohex-2-enyl]-propan-1-ol

Base Information

Chemical Name:3-[(1R,6S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-1,6-dimethyl-cyclohex-2-enyl]-propan-1-ol
CAS No.:150930-61-3
Molecular Formula:C₁₈H₃₆O₂Si
Molecular Weight:312.568
Hs Code.:

Synonyms:3-[(1R,6S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-1,6-dimethyl-cyclohex-2-enyl]-propan-1-ol

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Chemical Property of 3-[(1R,6S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-1,6-dimethyl-cyclohex-2-enyl]-propan-1-ol

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Technology Process of 3-[(1R,6S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-1,6-dimethyl-cyclohex-2-enyl]-propan-1-ol

There total 11 articles about 3-[(1R,6S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-1,6-dimethyl-cyclohex-2-enyl]-propan-1-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: 98.0%

: 150930-71-5
methyl (1R,6S)-2-<(tert-butyldimethylsiloxy)methyl>-1,6-dimethyl-2-cyclohexene-1-propionate

: 150930-61-3
3-[(1R,6S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-1,6-dimethyl-cyclohex-2-enyl]-propan-1-ol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1021/ja00087a023

Reference yield:

: 105088-15-1
(4aR,5S)-4,4a,5,6,7,8-hexahydro-4a,5-dimethyl-2(3H)-naphthalenone

: 150930-61-3
3-[(1R,6S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-1,6-dimethyl-cyclohex-2-enyl]-propan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / p-TsOH / dimethylformamide; methanol / 24 h

2: 1.) MCPBA, 2.) silica gel / 1.) benzene, hexanes, 0 deg C - RT, 30 min, 2.) benzene, hexanes, 40 min

3: 59 percent / NaBH₄ / methanol / 0.33 h / 0 °C

4: 91 percent / imidazole / dimethylformamide / 2 h

5: 98 percent / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

With 1H-imidazole; sodium tetrahydroborate; lithium aluminium tetrahydride; silica gel; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/ja00087a023

Reference yield:

: 150930-70-4
C₁₄H₂₂S₂

: 150930-61-3
3-[(1R,6S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-1,6-dimethyl-cyclohex-2-enyl]-propan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / aq. Tl(NO₃)3 / methanol; tetrahydrofuran / 0.17 h

2: 89 percent / p-TsOH / dimethylformamide; methanol / 24 h

3: 1.) MCPBA, 2.) silica gel / 1.) benzene, hexanes, 0 deg C - RT, 30 min, 2.) benzene, hexanes, 40 min

4: 59 percent / NaBH₄ / methanol / 0.33 h / 0 °C

5: 91 percent / imidazole / dimethylformamide / 2 h

6: 98 percent / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

With 1H-imidazole; sodium tetrahydroborate; lithium aluminium tetrahydride; silica gel; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; thallium(III) nitrate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/ja00087a023