ethyl (1S,3S)-3-(tert-butyldimethylsilyloxy)-2,2-dimethyl-6-methylenecyclohexaneacetate

Base Information

Chemical Name:ethyl (1S,3S)-3-(tert-butyldimethylsilyloxy)-2,2-dimethyl-6-methylenecyclohexaneacetate
CAS No.:124263-01-0
Molecular Formula:C₁₉H₃₆O₃Si
Molecular Weight:340.579
Hs Code.:

Synonyms:ethyl (1S,3S)-3-(tert-butyldimethylsilyloxy)-2,2-dimethyl-6-methylenecyclohexaneacetate

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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 ethyl (1S,3S)-3-(tert-butyldimethylsilyloxy)-2,2-dimethyl-6-methylenecyclohexaneacetate

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Technology Process of ethyl (1S,3S)-3-(tert-butyldimethylsilyloxy)-2,2-dimethyl-6-methylenecyclohexaneacetate

There total 14 articles about ethyl (1S,3S)-3-(tert-butyldimethylsilyloxy)-2,2-dimethyl-6-methylenecyclohexaneacetate 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: 85.0%

: 124177-07-7
(S)-4-(tert-butyldimethylsilyloxy)-3,3-dimethyl-1-cyclohexenemethanol

: 78-39-7
Triethyl orthoacetate

: 124177-08-8,124263-01-0
ethyl (1R,3S)-3-(tert-butyldimethylsilyloxy)-2,2-dimethyl-6-methylenecyclohexaneacetate

Guidance literature:: With propionic acid; at 130 - 140 ℃; for 2h;

Reference yield: 79.0%

: 124263-02-1
ethyl (1S,3S)-3-hydroxy-2,2-dimethyl-6-methylenecyclohexaneacetate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 124263-01-0
ethyl (1S,3S)-3-(tert-butyldimethylsilyloxy)-2,2-dimethyl-6-methylenecyclohexaneacetate

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 12h; Ambient temperature;

Reference yield:

: 106540-31-2
(+)-(S)-3-(tert-butyldimethylsiloxy)-2,2-dimethylcyclohexanone

: 124263-01-0
ethyl (1S,3S)-3-(tert-butyldimethylsilyloxy)-2,2-dimethyl-6-methylenecyclohexaneacetate

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) sodium hydride / 1.) THF, benzene, 10 min 2.) ca. 12 h, room temperature

2: p-toluenesulfonic acid / benzene / 2 h / Heating

3: NaBH₄ / aq. ethanol; tetrahydrofuran / 1.5 h / 0 - 4 °C

4: cadmium carbonate, mercuric chloride / aq. ethanol / 0.05 h / Heating

5: 100 percent / NaBH₄ / aq. ethanol; tetrahydrofuran / 1 h / 0 - 5 °C

6: 85 percent / propionic acid / 2 h / 130 - 140 °C

7: 67 percent / 46percent hydrofluoric acid / acetonitrile / 4 h / Ambient temperature

8: 79 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

With 1H-imidazole; sodium tetrahydroborate; cadmium(II) carbonate; hydrogen fluoride; sodium hydride; toluene-4-sulfonic acid; propionic acid; mercury dichloride; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; acetonitrile; benzene;