(1R,2S)-2-(Dimethyl-phenyl-silanyl)-1-((4R,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-but-3-en-1-ol

Base Information

Chemical Name:(1R,2S)-2-(Dimethyl-phenyl-silanyl)-1-((4R,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-but-3-en-1-ol
CAS No.:611236-40-9
Molecular Formula:C₁₉H₂₈O₃Si
Molecular Weight:332.515
Hs Code.:

Synonyms:(1R,2S)-2-(Dimethyl-phenyl-silanyl)-1-((4R,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-but-3-en-1-ol

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Chemical Property of (1R,2S)-2-(Dimethyl-phenyl-silanyl)-1-((4R,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-but-3-en-1-ol

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Technology Process of (1R,2S)-2-(Dimethyl-phenyl-silanyl)-1-((4R,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-but-3-en-1-ol

There total 1 articles about (1R,2S)-2-(Dimethyl-phenyl-silanyl)-1-((4R,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-but-3-en-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: 55.0%

: 18001-18-8
allyldimethylphenylsilane

: 116669-78-4
(4S,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolane-4-carbaldehyde

: 611236-40-9
(1R,2S)-2-(Dimethyl-phenyl-silanyl)-1-((4R,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-but-3-en-1-ol

Guidance literature:: allyldimethylphenylsilane; With n-butyllithium; In tetrahydrofuran; at 20 ℃; for 0.333333h;

With (R,R)-(η5-cyclopentadienyl)chloro[(4R,trans)-2,2-dimethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanolato]titanium; In tetrahydrofuran; at -78 ℃; for 0.5h;

(4S,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolane-4-carbaldehyde; In tetrahydrofuran; at -78 ℃; for 3h;
DOI:10.1016/S0040-4039(03)01791-X

Reference yield: 89.0%

: 75-36-5
acetyl chloride

: 611236-40-9
(1R,2S)-2-(Dimethyl-phenyl-silanyl)-1-((4R,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-but-3-en-1-ol

: 611236-42-1
Acetic acid (1R,2S)-2-(dimethyl-phenyl-silanyl)-1-((4S,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-but-3-enyl ester

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1016/S0040-4039(03)01791-X

Reference yield:

: 611236-40-9
(1R,2S)-2-(Dimethyl-phenyl-silanyl)-1-((4R,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-but-3-en-1-ol

: Acetic acid (3aS,4R,5S,7aS)-5-(dimethyl-phenyl-silanyl)-2,2-dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxol-4-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / pyridine / CH₂Cl₂ / 4 h / 20 °C

2: 80 percent / second generation Grubbs' catalyst / CH₂Cl₂ / 2 h / Heating

With pyridine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane;
DOI:10.1016/S0040-4039(03)01791-X