(R)-1-(benzo[d][1,3]dioxol-5-yl)-4-(dimethyl(phenyl)silyl)but-3-yn-1-ol

Base Information

Chemical Name:(R)-1-(benzo[d][1,3]dioxol-5-yl)-4-(dimethyl(phenyl)silyl)but-3-yn-1-ol
CAS No.:1402698-48-9
Molecular Formula:C₁₉H₂₀O₃Si
Molecular Weight:324.452
Hs Code.:

Synonyms:(R)-1-(benzo[d][1,3]dioxol-5-yl)-4-(dimethyl(phenyl)silyl)but-3-yn-1-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (R)-1-(benzo[d][1,3]dioxol-5-yl)-4-(dimethyl(phenyl)silyl)but-3-yn-1-ol

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Technology Process of (R)-1-(benzo[d][1,3]dioxol-5-yl)-4-(dimethyl(phenyl)silyl)but-3-yn-1-ol

There total 3 articles about (R)-1-(benzo[d][1,3]dioxol-5-yl)-4-(dimethyl(phenyl)silyl)but-3-yn-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: 72.0%

: 495-76-1
piperonol

: 18106-18-8
(3-chloroprop-1-ynyl)dimethyl(phenyl)silane

: 1402698-48-9
(R)-1-(benzo[d][1,3]dioxol-5-yl)-4-(dimethyl(phenyl)silyl)but-3-yn-1-ol

Guidance literature:: With hex-3-yne; {Ir(cod)[(R)-SEGPHOS]}OTf; sodium carbonate; isopropyl alcohol; In tetrahydrofuran; at 90 ℃; for 28h; optical yield given as %ee; enantioselective reaction; Inert atmosphere; Sealed tube;
DOI:10.1002/anie.201203334

Reference yield: 67.0%

: 120-57-0,30024-74-9
piperonal

: 18106-18-8
(3-chloroprop-1-ynyl)dimethyl(phenyl)silane

: 1402698-48-9
(R)-1-(benzo[d][1,3]dioxol-5-yl)-4-(dimethyl(phenyl)silyl)but-3-yn-1-ol

Guidance literature:: With hex-3-yne; {Ir(cod)[(R)-SEGPHOS]}OTf; sodium carbonate; isopropyl alcohol; In tetrahydrofuran; at 90 ℃; for 28h; optical yield given as %ee; enantioselective reaction; Inert atmosphere; Sealed tube;
DOI:10.1002/anie.201203334

Reference yield:

: 768-33-2
phenyldimethylsilyl chloride

: 1402698-48-9
(R)-1-(benzo[d][1,3]dioxol-5-yl)-4-(dimethyl(phenyl)silyl)but-3-yn-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane; toluene / 2 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: {Ir(cod)[(R)-SEGPHOS]}OTf; hex-3-yne; sodium carbonate; isopropyl alcohol / tetrahydrofuran / 28 h / 90 °C / Inert atmosphere; Sealed tube

With n-butyllithium; hex-3-yne; {Ir(cod)[(R)-SEGPHOS]}OTf; sodium carbonate; isopropyl alcohol; In tetrahydrofuran; hexane; toluene;
DOI:10.1002/anie.201203334