(S)-2-{2-[(1R,3R,5R)-3-(tert-butyldimethylsiloxy)-5-isopropyl-1-methyl-2-methylencyclopentyl]ethyl}-2-methylcyclohexanone

Base Information

Chemical Name:(S)-2-{2-[(1R,3R,5R)-3-(tert-butyldimethylsiloxy)-5-isopropyl-1-methyl-2-methylencyclopentyl]ethyl}-2-methylcyclohexanone
CAS No.:914651-31-3
Molecular Formula:C₂₅H₄₆O₂Si
Molecular Weight:406.725
Hs Code.:

Synonyms:(S)-2-{2-[(1R,3R,5R)-3-(tert-butyldimethylsiloxy)-5-isopropyl-1-methyl-2-methylencyclopentyl]ethyl}-2-methylcyclohexanone

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Chemical Property of (S)-2-{2-[(1R,3R,5R)-3-(tert-butyldimethylsiloxy)-5-isopropyl-1-methyl-2-methylencyclopentyl]ethyl}-2-methylcyclohexanone

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Technology Process of (S)-2-{2-[(1R,3R,5R)-3-(tert-butyldimethylsiloxy)-5-isopropyl-1-methyl-2-methylencyclopentyl]ethyl}-2-methylcyclohexanone

There total 12 articles about (S)-2-{2-[(1R,3R,5R)-3-(tert-butyldimethylsiloxy)-5-isopropyl-1-methyl-2-methylencyclopentyl]ethyl}-2-methylcyclohexanone 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:

: 914651-30-2
C₂₅H₄₆O₂Si

: 914651-31-3
(S)-2-{2-[(1R,3R,5R)-3-(tert-butyldimethylsiloxy)-5-isopropyl-1-methyl-2-methylencyclopentyl]ethyl}-2-methylcyclohexanone

Guidance literature:: C₂₅H₄₆O₂Si; With lithium triethylborohydride; In tetrahydrofuran; at 0 ℃; for 2h;

tetrapropylammonium perruthennate; In dichloromethane; at 20 ℃; for 1h; Further stages.;
DOI:10.1021/ja0650504

Reference yield:

: 914651-23-3
(R)-4-isopropyl-3-methylcyclopent-2-enone

: 914651-31-3
(S)-2-{2-[(1R,3R,5R)-3-(tert-butyldimethylsiloxy)-5-isopropyl-1-methyl-2-methylencyclopentyl]ethyl}-2-methylcyclohexanone

Guidance literature:: Multi-step reaction with 6 steps

1.1: t-BuLi / diethyl ether; pentane / 0.5 h / -78 °C

1.2: CuCN / diethyl ether; pentane / -78 - -30 °C

1.3: diethyl ether; pentane; tetrahydrofuran / 6 h / -78 °C

2.1: 2,6-lutidine / dimethylformamide / 1 h / 0 °C

2.2: MeI / diethyl ether / 12 h / 20 °C

2.3: 811 mg / K₂CO₃ / CH₂Cl₂; methanol; H₂O / 3 h / 20 °C

3.1: m-CPBA / CH₂Cl₂ / 3 h / 20 °C

4.1: NaBH₄; CeCl₃*7H₂O / methanol / 1 h / -78 °C

5.1: imidazole / CH₂Cl₂ / 0.5 h / 20 °C

6.1: LiEt₃BH / tetrahydrofuran / 2 h / 0 °C

6.2: 121 mg / N-methylmorpholine oxide hydrate / TPAP / CH₂Cl₂ / 1 h / 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; sodium tetrahydroborate; cerium(III) chloride; tert.-butyl lithium; lithium triethylborohydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; pentane;
DOI:10.1021/ja0650504

Reference yield:

: 914651-27-7
(5R)-isopropyl-3-[(1S,2R,5S)-2-isopropyl-5-methylcyclohexyloxy]cyclopent-2-enone

: 914651-31-3
(S)-2-{2-[(1R,3R,5R)-3-(tert-butyldimethylsiloxy)-5-isopropyl-1-methyl-2-methylencyclopentyl]ethyl}-2-methylcyclohexanone

Guidance literature:: Multi-step reaction with 7 steps

1.1: diethyl ether; tetrahydrofuran / 3 h / -78 - 0 °C

2.1: t-BuLi / diethyl ether; pentane / 0.5 h / -78 °C

2.2: CuCN / diethyl ether; pentane / -78 - -30 °C

2.3: diethyl ether; pentane; tetrahydrofuran / 6 h / -78 °C

3.1: 2,6-lutidine / dimethylformamide / 1 h / 0 °C

3.2: MeI / diethyl ether / 12 h / 20 °C

3.3: 811 mg / K₂CO₃ / CH₂Cl₂; methanol; H₂O / 3 h / 20 °C

4.1: m-CPBA / CH₂Cl₂ / 3 h / 20 °C

5.1: NaBH₄; CeCl₃*7H₂O / methanol / 1 h / -78 °C

6.1: imidazole / CH₂Cl₂ / 0.5 h / 20 °C

7.1: LiEt₃BH / tetrahydrofuran / 2 h / 0 °C

7.2: 121 mg / N-methylmorpholine oxide hydrate / TPAP / CH₂Cl₂ / 1 h / 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; sodium tetrahydroborate; cerium(III) chloride; tert.-butyl lithium; lithium triethylborohydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; pentane;
DOI:10.1021/ja0650504