(4S,5S)-2-(3'-cyclopropylidenepropyl)-4,5-diphenyl-2-(2''-trimethylsilylethynyl)-1,3-dioxolane

Base Information

Chemical Name:(4S,5S)-2-(3'-cyclopropylidenepropyl)-4,5-diphenyl-2-(2''-trimethylsilylethynyl)-1,3-dioxolane
CAS No.:157307-25-0
Molecular Formula:C₂₆H₃₀O₂Si
Molecular Weight:402.609
Hs Code.:

Synonyms:(4S,5S)-2-(3'-cyclopropylidenepropyl)-4,5-diphenyl-2-(2''-trimethylsilylethynyl)-1,3-dioxolane

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Chemical Property of (4S,5S)-2-(3'-cyclopropylidenepropyl)-4,5-diphenyl-2-(2''-trimethylsilylethynyl)-1,3-dioxolane

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Technology Process of (4S,5S)-2-(3'-cyclopropylidenepropyl)-4,5-diphenyl-2-(2''-trimethylsilylethynyl)-1,3-dioxolane

There total 5 articles about (4S,5S)-2-(3'-cyclopropylidenepropyl)-4,5-diphenyl-2-(2''-trimethylsilylethynyl)-1,3-dioxolane 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: 98.0%

: 2325-10-2
(S,S)-hydrobenzoin

: 157307-23-8
6-cyclopropylidene-1-(trimethylsilyl)hex-1-yn-3-one

: 157307-25-0
(4S,5S)-2-(3'-cyclopropylidenepropyl)-4,5-diphenyl-2-(2''-trimethylsilylethynyl)-1,3-dioxolane

Guidance literature:: With isopropoxytrimethylsilane; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -30 - 20 ℃;
DOI:10.1021/jo0263667

Reference yield:

: 157307-22-7
methyl 4-(cyclopropylidene)butanoate

: 157307-25-0
(4S,5S)-2-(3'-cyclopropylidenepropyl)-4,5-diphenyl-2-(2''-trimethylsilylethynyl)-1,3-dioxolane

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.17 h / -78 °C

1.2: 84 percent / BF₃*Et₂O / tetrahydrofuran; hexane / 1.5 h / -78 °C

2.1: 92 percent / trimethyl orthoformate; p-TsOH / benzene / 16 h / 50 °C

With n-butyllithium; toluene-4-sulfonic acid; trimethyl orthoformate; In tetrahydrofuran; hexane; benzene;
DOI:10.1002/chem.200400997

Reference yield:

: 583053-50-3
benzyl 4-cyclopropylidenebutanoate

: 157307-25-0
(4S,5S)-2-(3'-cyclopropylidenepropyl)-4,5-diphenyl-2-(2''-trimethylsilylethynyl)-1,3-dioxolane

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran / -78 °C

1.2: 71 percent / BF₃*Et₂O / tetrahydrofuran / -78 - 20 °C

2.1: 98 percent / i-PrOTMS; TMSOTf / CH₂Cl₂ / -30 - 20 °C

With n-butyllithium; isopropoxytrimethylsilane; trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo0263667