(R)-1-((2S,4aR,5S,8S,8aS)-8-((dimethyl(phenyl)silyl)methyl)-2-(4-methoxyphenyl)-4a,5,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-5-yl)-2-(trimethylsilyl)ethanol

Base Information

Chemical Name:(R)-1-((2S,4aR,5S,8S,8aS)-8-((dimethyl(phenyl)silyl)methyl)-2-(4-methoxyphenyl)-4a,5,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-5-yl)-2-(trimethylsilyl)ethanol
CAS No.:1006380-49-9
Molecular Formula:C₂₉H₄₂O₄Si₂
Molecular Weight:510.821
Hs Code.:

Synonyms:(R)-1-((2S,4aR,5S,8S,8aS)-8-((dimethyl(phenyl)silyl)methyl)-2-(4-methoxyphenyl)-4a,5,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-5-yl)-2-(trimethylsilyl)ethanol

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Chemical Property of (R)-1-((2S,4aR,5S,8S,8aS)-8-((dimethyl(phenyl)silyl)methyl)-2-(4-methoxyphenyl)-4a,5,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-5-yl)-2-(trimethylsilyl)ethanol

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Technology Process of (R)-1-((2S,4aR,5S,8S,8aS)-8-((dimethyl(phenyl)silyl)methyl)-2-(4-methoxyphenyl)-4a,5,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-5-yl)-2-(trimethylsilyl)ethanol

There total 7 articles about (R)-1-((2S,4aR,5S,8S,8aS)-8-((dimethyl(phenyl)silyl)methyl)-2-(4-methoxyphenyl)-4a,5,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-5-yl)-2-(trimethylsilyl)ethanol 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%

: 1006380-48-8
C₂₅H₃₀O₄Si

: 1822-00-0
trimethylsilylmethyllithium

: 1006380-49-9
(R)-1-((2S,4aR,5S,8S,8aS)-8-((dimethyl(phenyl)silyl)methyl)-2-(4-methoxyphenyl)-4a,5,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-5-yl)-2-(trimethylsilyl)ethanol

Guidance literature:: trimethylsilylmethyllithium; With cerium(III) chloride; In tetrahydrofuran; pentane; at -78 ℃; for 1.25h;

C₂₅H₃₀O₄Si; In tetrahydrofuran; pentane; at -30 ℃; Further stages.;
DOI:10.1021/ol7027338

Reference yield:

: 1006380-46-6
((1R,2S,5S,6S)-5-((dimethyl(phenyl)silyl)methyl)-6-hydroxycyclohex-3-ene-1,2-diyl)dimethanol

: 1006380-49-9
(R)-1-((2S,4aR,5S,8S,8aS)-8-((dimethyl(phenyl)silyl)methyl)-2-(4-methoxyphenyl)-4a,5,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-5-yl)-2-(trimethylsilyl)ethanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: camphor-10-sulfonic acid / benzene / 3 h / Inert atmosphere; Reflux

2.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 0.25 h / Inert atmosphere

3.1: cerium(III) chloride / tetrahydrofuran; pentane / 1.25 h / -78 °C / Inert atmosphere

3.2: -30 °C / Inert atmosphere

With cerium(III) chloride; camphor-10-sulfonic acid; sodium hydrogencarbonate; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; pentane; benzene;
DOI:10.1002/chem.201200257

Reference yield:

: 1006380-47-7
((2S,4aR,5S,8S,8aS)-8-((dimethyl(phenyl)silyl)methyl)-2-(4-methoxyphenyl)-4a,5,8,8atetrahydro-4H-benzo[d][1,3]dioxin-5-yl)methanol

: 1006380-49-9
(R)-1-((2S,4aR,5S,8S,8aS)-8-((dimethyl(phenyl)silyl)methyl)-2-(4-methoxyphenyl)-4a,5,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-5-yl)-2-(trimethylsilyl)ethanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 0.25 h / Inert atmosphere

2.1: cerium(III) chloride / tetrahydrofuran; pentane / 1.25 h / -78 °C / Inert atmosphere

2.2: -30 °C / Inert atmosphere

With cerium(III) chloride; sodium hydrogencarbonate; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; pentane;
DOI:10.1002/chem.201200257