(3S,4R,E)-4,7-dimethyl-1-phenyl-7-((triisopropylsilyl)oxy)oct-1-en-5-yn-3-ol

Base Information

Chemical Name:(3S,4R,E)-4,7-dimethyl-1-phenyl-7-((triisopropylsilyl)oxy)oct-1-en-5-yn-3-ol
CAS No.:1379656-84-4
Molecular Formula:C₂₅H₄₀O₂Si
Molecular Weight:400.677
Hs Code.:

Synonyms:(3S,4R,E)-4,7-dimethyl-1-phenyl-7-((triisopropylsilyl)oxy)oct-1-en-5-yn-3-ol

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Chemical Property of (3S,4R,E)-4,7-dimethyl-1-phenyl-7-((triisopropylsilyl)oxy)oct-1-en-5-yn-3-ol

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Technology Process of (3S,4R,E)-4,7-dimethyl-1-phenyl-7-((triisopropylsilyl)oxy)oct-1-en-5-yn-3-ol

There total 4 articles about (3S,4R,E)-4,7-dimethyl-1-phenyl-7-((triisopropylsilyl)oxy)oct-1-en-5-yn-3-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: 67.0%

: 14371-10-9
(E)-3-phenylpropenal

: 1379656-67-3
triisopropyl((2-methylhex-5-en-3-yn-2-yl)oxy)silane

: 1379656-84-4
(3S,4R,E)-4,7-dimethyl-1-phenyl-7-((triisopropylsilyl)oxy)oct-1-en-5-yn-3-ol

Guidance literature:: With (R)-(+)-(4,4'-bi-1,3-benzodioxole)-5,5'-diylbis(di(3,5-dimethylphenyl)phosphine); bis(1,5-cyclooctadiene)diiridium(I) dichloride; formic acid; In tetrahydrofuran; at 70 ℃; for 48h; optical yield given as %de; stereoselective reaction; Inert atmosphere;
DOI:10.1002/anie.201200239

Reference yield: 38.0%

: 1379656-67-3
triisopropyl((2-methylhex-5-en-3-yn-2-yl)oxy)silane

: 4407-36-7
(2E)-3-phenyl-2-propen-1-ol

: 1379656-84-4
(3S,4R,E)-4,7-dimethyl-1-phenyl-7-((triisopropylsilyl)oxy)oct-1-en-5-yn-3-ol

Guidance literature:: With (R)-(+)-(4,4'-bi-1,3-benzodioxole)-5,5'-diylbis(di(3,5-dimethylphenyl)phosphine); bis(1,5-cyclooctadiene)diiridium(I) dichloride; isopropyl alcohol; In toluene; at 70 ℃; for 48h; optical yield given as %de; stereoselective reaction; Inert atmosphere;
DOI:10.1002/anie.201200239

Reference yield:

: 690-94-8
dimethyl(vinylethynyl)carbinol

: 1379656-84-4
(3S,4R,E)-4,7-dimethyl-1-phenyl-7-((triisopropylsilyl)oxy)oct-1-en-5-yn-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 20 °C

1.2: 0 - 20 °C

2.1: (R)-(+)-(4,4'-bi-1,3-benzodioxole)-5,5'-diylbis(di(3,5-dimethylphenyl)phosphine); bis(1,5-cyclooctadiene)diiridium(I) dichloride; isopropyl alcohol / toluene / 48 h / 70 °C / Inert atmosphere

With (R)-(+)-(4,4'-bi-1,3-benzodioxole)-5,5'-diylbis(di(3,5-dimethylphenyl)phosphine); bis(1,5-cyclooctadiene)diiridium(I) dichloride; sodium hydride; isopropyl alcohol; In tetrahydrofuran; toluene;
DOI:10.1002/anie.201200239