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

Base Information

Chemical Name:methyl (1R,6S)-2-<(tert-butyldimethylsiloxy)methyl>-1,6-dimethyl-2-cyclohexene-1-propionate
CAS No.:150930-71-5
Molecular Formula:C₁₉H₃₆O₃Si
Molecular Weight:340.579
Hs Code.:

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

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

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Technology Process of methyl (1R,6S)-2-<(tert-butyldimethylsiloxy)methyl>-1,6-dimethyl-2-cyclohexene-1-propionate

There total 9 articles about methyl (1R,6S)-2-<(tert-butyldimethylsiloxy)methyl>-1,6-dimethyl-2-cyclohexene-1-propionate 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: 91.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

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

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

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 2h;
DOI:10.1021/ja00087a023

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

With 1H-imidazole; sodium tetrahydroborate; silica gel; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In methanol; 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

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

Guidance literature:: Multi-step reaction with 3 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

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