(-)-(R)-2-[(1R,2S)-2-[(1,1-dimethylethyl)dimethylsilyloxy]-4-methylcyclohex-3-enyl]propan-1-ol

Base Information

Chemical Name:(-)-(R)-2-[(1R,2S)-2-[(1,1-dimethylethyl)dimethylsilyloxy]-4-methylcyclohex-3-enyl]propan-1-ol
CAS No.:1197850-86-4
Molecular Formula:C₁₆H₃₂O₂Si
Molecular Weight:284.514
Hs Code.:

Synonyms:(-)-(R)-2-[(1R,2S)-2-[(1,1-dimethylethyl)dimethylsilyloxy]-4-methylcyclohex-3-enyl]propan-1-ol

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Chemical Property of (-)-(R)-2-[(1R,2S)-2-[(1,1-dimethylethyl)dimethylsilyloxy]-4-methylcyclohex-3-enyl]propan-1-ol

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Technology Process of (-)-(R)-2-[(1R,2S)-2-[(1,1-dimethylethyl)dimethylsilyloxy]-4-methylcyclohex-3-enyl]propan-1-ol

There total 6 articles about (-)-(R)-2-[(1R,2S)-2-[(1,1-dimethylethyl)dimethylsilyloxy]-4-methylcyclohex-3-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: 92.0%

: 1197850-98-8
(-)-(R)-2-[(1R,2S)-2-[(1,1-dimethylethyl)dimethylsilyloxy]-4-methylcyclohex-3-enyl]propyl 2,2-dimethyl propanoate

: 1197850-86-4
(-)-(R)-2-[(1R,2S)-2-[(1,1-dimethylethyl)dimethylsilyloxy]-4-methylcyclohex-3-enyl]propan-1-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 1h; Inert atmosphere;
DOI:10.1021/ol302106y

Reference yield:

: methyl 2-((S)-4-methylcyclohex-3-enyl)propanoate

: 1197850-86-4
(-)-(R)-2-[(1R,2S)-2-[(1,1-dimethylethyl)dimethylsilyloxy]-4-methylcyclohex-3-enyl]propan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: disodium hydrogenphosphate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2.1: diphenyl diselenide; sodium tetrahydroborate / methanol / 3 h / 20 - 65 °C / Inert atmosphere

2.2: 12 h / 0 - 65 °C / Inert atmosphere

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Inert atmosphere

4.1: dmap; pyridine / 2 h / 0 °C / Inert atmosphere

5.1: 1H-imidazole / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere

6.1: diisobutylaluminium hydride / dichloromethane / 1 h / -78 °C / Inert atmosphere

With pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; disodium hydrogenphosphate; lithium aluminium tetrahydride; diphenyl diselenide; diisobutylaluminium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol302106y

Reference yield:

: 1394254-54-6
methyl 2-((3S)-6-methyl-7-oxa-bicyclo[4.1.0]heptan-3-yl)propanoate

: 1197850-86-4
(-)-(R)-2-[(1R,2S)-2-[(1,1-dimethylethyl)dimethylsilyloxy]-4-methylcyclohex-3-enyl]propan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: diphenyl diselenide; sodium tetrahydroborate / methanol / 3 h / 20 - 65 °C / Inert atmosphere

1.2: 12 h / 0 - 65 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Inert atmosphere

3.1: dmap; pyridine / 2 h / 0 °C / Inert atmosphere

4.1: 1H-imidazole / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere

5.1: diisobutylaluminium hydride / dichloromethane / 1 h / -78 °C / Inert atmosphere

With pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; diphenyl diselenide; diisobutylaluminium hydride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol302106y