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

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Chemical Name:(-)-(R)-2-[(1R,2S)-2-[(1,1-dimethylethyl)dimethylsilyloxy]-4-methylcyclohex-3-enyl]propyl 2,2-dimethyl propanoate
CAS No.:1197850-98-8
Molecular Formula:C₂₁H₄₀O₃Si
Molecular Weight:368.632
Hs Code.:

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

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Chemical Property of (-)-(R)-2-[(1R,2S)-2-[(1,1-dimethylethyl)dimethylsilyloxy]-4-methylcyclohex-3-enyl]propyl 2,2-dimethyl propanoate

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Technology Process of (-)-(R)-2-[(1R,2S)-2-[(1,1-dimethylethyl)dimethylsilyloxy]-4-methylcyclohex-3-enyl]propyl 2,2-dimethyl propanoate

There total 5 articles about (-)-(R)-2-[(1R,2S)-2-[(1,1-dimethylethyl)dimethylsilyloxy]-4-methylcyclohex-3-enyl]propyl 2,2-dimethyl propanoate 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: 94.0%

: 1197850-85-3
(-)-(R)-2-((1R,2S)-2-hydroxy-4-methylcyclohex-3-enyl)propyl 2,2-dimethyl propanoate

: 18162-48-6
tert-butyldimethylsilyl chloride

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

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 18h; Inert atmosphere;
DOI:10.1021/ol302106y

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

With pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; disodium hydrogenphosphate; lithium aluminium tetrahydride; diphenyl diselenide; 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

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

Guidance literature:: Multi-step reaction with 4 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

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