Methanesulfonic acid 3-[(1R,6S)-2-(tert-butyl-dimethyl-silanyloxymethyl)-1,6-dimethyl-cyclohex-2-enyl]-propyl ester

Base Information

Chemical Name:Methanesulfonic acid 3-[(1R,6S)-2-(tert-butyl-dimethyl-silanyloxymethyl)-1,6-dimethyl-cyclohex-2-enyl]-propyl ester
CAS No.:156210-32-1
Molecular Formula:C₁₉H₃₈O₄SSi
Molecular Weight:390.66
Hs Code.:

Synonyms:Methanesulfonic acid 3-[(1R,6S)-2-(tert-butyl-dimethyl-silanyloxymethyl)-1,6-dimethyl-cyclohex-2-enyl]-propyl ester

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Chemical Property of Methanesulfonic acid 3-[(1R,6S)-2-(tert-butyl-dimethyl-silanyloxymethyl)-1,6-dimethyl-cyclohex-2-enyl]-propyl ester

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Technology Process of Methanesulfonic acid 3-[(1R,6S)-2-(tert-butyl-dimethyl-silanyloxymethyl)-1,6-dimethyl-cyclohex-2-enyl]-propyl ester

There total 11 articles about Methanesulfonic acid 3-[(1R,6S)-2-(tert-butyl-dimethyl-silanyloxymethyl)-1,6-dimethyl-cyclohex-2-enyl]-propyl ester 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:

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

: 156210-32-1
Methanesulfonic acid 3-[(1R,6S)-2-(tert-butyl-dimethyl-silanyloxymethyl)-1,6-dimethyl-cyclohex-2-enyl]-propyl ester

Guidance literature:: Multi-step reaction with 6 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

6: 81 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

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

Reference yield:

: 150930-58-8
(1S,8aR)-1,2,3,7,8,8a-hexahydro-6-methoxy-1,8a-dimethylnaphthalene

: 156210-32-1
Methanesulfonic acid 3-[(1R,6S)-2-(tert-butyl-dimethyl-silanyloxymethyl)-1,6-dimethyl-cyclohex-2-enyl]-propyl ester

Guidance literature:: Multi-step reaction with 5 steps

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

2: 59 percent / NaBH₄ / methanol / 0.33 h / 0 °C

3: 91 percent / imidazole / dimethylformamide / 2 h

4: 98 percent / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

5: 81 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

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

Reference yield:

: 150930-60-2
3-((1R,6S)-2-Hydroxymethyl-1,6-dimethyl-cyclohex-2-enyl)-propionic acid methyl ester

: 156210-32-1
Methanesulfonic acid 3-[(1R,6S)-2-(tert-butyl-dimethyl-silanyloxymethyl)-1,6-dimethyl-cyclohex-2-enyl]-propyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / imidazole / dimethylformamide / 2 h

2: 98 percent / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

3: 81 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

With 1H-imidazole; lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00087a023