2-((1R,2S,6S)-3-methyl-6-(prop-1-en-2-yl)-2-((trimethylsilyl)oxy)cyclohex-3-en-1-yl) acetaldehyde

Base Information

Chemical Name:2-((1R,2S,6S)-3-methyl-6-(prop-1-en-2-yl)-2-((trimethylsilyl)oxy)cyclohex-3-en-1-yl) acetaldehyde
CAS No.:1454915-75-3
Molecular Formula:C₁₅H₂₆O₂Si
Molecular Weight:266.456
Hs Code.:

Synonyms:2-((1R,2S,6S)-3-methyl-6-(prop-1-en-2-yl)-2-((trimethylsilyl)oxy)cyclohex-3-en-1-yl) acetaldehyde

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Chemical Property of 2-((1R,2S,6S)-3-methyl-6-(prop-1-en-2-yl)-2-((trimethylsilyl)oxy)cyclohex-3-en-1-yl) acetaldehyde

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Technology Process of 2-((1R,2S,6S)-3-methyl-6-(prop-1-en-2-yl)-2-((trimethylsilyl)oxy)cyclohex-3-en-1-yl) acetaldehyde

There total 4 articles about 2-((1R,2S,6S)-3-methyl-6-(prop-1-en-2-yl)-2-((trimethylsilyl)oxy)cyclohex-3-en-1-yl) acetaldehyde 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%

: 1454915-74-2
ethyl 2-((1R,2S,6S)-3-methyl-6-(prop-1-en-2-yl)-2-((trimethylsilyl)oxy)cyclohex-3-en-1-yl) acetate

: 1454915-75-3
2-((1R,2S,6S)-3-methyl-6-(prop-1-en-2-yl)-2-((trimethylsilyl)oxy)cyclohex-3-en-1-yl) acetaldehyde

Guidance literature:: ethyl 2-((1R,2S,6S)-3-methyl-6-(prop-1-en-2-yl)-2-((trimethylsilyl)oxy)cyclohex-3-en-1-yl) acetate; With diisobutylaluminium hydride; In toluene; at -78 ℃; for 0.666667h; Inert atmosphere;

In diethyl ether; toluene; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1039/c3cc45170d

Reference yield:

: 1454915-72-0
ethyl 2-((1R,6S)-3-methyl-2-oxo-6-(prop-1-en-2-yl)cyclohex-3-en-1-yl)acetate

: 1454915-75-3
2-((1R,2S,6S)-3-methyl-6-(prop-1-en-2-yl)-2-((trimethylsilyl)oxy)cyclohex-3-en-1-yl) acetaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / methanol / -78 - -30 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3.1: diisobutylaluminium hydride / toluene / 0.67 h / -78 °C / Inert atmosphere

3.2: sat. Na/K tartrate / 2 h / 20 °C / Inert atmosphere

With sodium tetrahydroborate; cerium(III) chloride heptahydrate; diisobutylaluminium hydride; triethylamine; In methanol; dichloromethane; toluene;
DOI:10.1039/c3cc45170d

Reference yield:

: 2244-16-8,6485-40-1
(S)-p-mentha-6,8-dien-2-one

: 1454915-75-3
2-((1R,2S,6S)-3-methyl-6-(prop-1-en-2-yl)-2-((trimethylsilyl)oxy)cyclohex-3-en-1-yl) acetaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / methanol / -78 - -30 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

4.1: diisobutylaluminium hydride / toluene / 0.67 h / -78 °C / Inert atmosphere

4.2: sat. Na/K tartrate / 2 h / 20 °C / Inert atmosphere

With sodium tetrahydroborate; cerium(III) chloride heptahydrate; diisobutylaluminium hydride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1039/c3cc45170d