(+)-(3S,1E)-[dimethyl-(3-methyl-oct-1-enyl)phenyl]silane

Base Information

Chemical Name:(+)-(3S,1E)-[dimethyl-(3-methyl-oct-1-enyl)phenyl]silane
CAS No.:934243-06-8
Molecular Formula:C₁₇H₂₈Si
Molecular Weight:260.495
Hs Code.:

Synonyms:(+)-(3S,1E)-[dimethyl-(3-methyl-oct-1-enyl)phenyl]silane

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Chemical Property of (+)-(3S,1E)-[dimethyl-(3-methyl-oct-1-enyl)phenyl]silane

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Technology Process of (+)-(3S,1E)-[dimethyl-(3-methyl-oct-1-enyl)phenyl]silane

There total 7 articles about (+)-(3S,1E)-[dimethyl-(3-methyl-oct-1-enyl)phenyl]silane 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:

: 123-73-9,4170-30-3
trans-Crotonaldehyde

: 768-33-2
phenyldimethylsilyl chloride

: 308796-10-3
(1-pentyl)zinc(II) bromide

: 934243-06-8
(+)-(3S,1E)-[dimethyl-(3-methyl-oct-1-enyl)phenyl]silane

: (-)-(3R,1E)-dimethyl(3-methyloct-1-en-1-yl)(phenyl)silane

Guidance literature:: phenyldimethylsilyl chloride; With lithium; In tetrahydrofuran; Sealed tube; Inert atmosphere; Schlenk technique;

trans-Crotonaldehyde; In tetrahydrofuran; at -78 ℃; Sealed tube; Inert atmosphere; Schlenk technique;

(1-pentyl)zinc(II) bromide; Overall yield = 74 percent; Overall yield = 19.2 mg; stereoselective reaction; Further stages;
DOI:10.1002/anie.202102233

Reference yield:

: 934242-94-1
(-)-(1R,2Z)-1-[dimethyl(phenyl)silanyl]-oct-2-enyl pentafluorobenzoate

: 544-97-8
dimethyl zinc(II)

: 934243-06-8
(+)-(3S,1E)-[dimethyl-(3-methyl-oct-1-enyl)phenyl]silane

Guidance literature:: dimethyl zinc(II); With CuCN*2LiCl; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; toluene; at -30 ℃; for 0.75h;

(-)-(1R,2Z)-1-[dimethyl(phenyl)silanyl]-oct-2-enyl pentafluorobenzoate; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; toluene; at -30 - 0 ℃; for 21h; Further stages.;
DOI:10.1021/ol063097o

Reference yield:

: 110-53-2
1-Bromopentane

: 934243-06-8
(+)-(3S,1E)-[dimethyl-(3-methyl-oct-1-enyl)phenyl]silane

: (-)-(3R,1E)-dimethyl(3-methyloct-1-en-1-yl)(phenyl)silane

Guidance literature:: Multi-step reaction with 2 steps

1.1: iodine / N,N-dimethyl acetamide / Schlenk technique; Sealed tube; Inert atmosphere

1.2: 15 h / 70 °C / Schlenk technique; Inert atmosphere; Sealed tube

2.1: lithium / tetrahydrofuran / Sealed tube; Inert atmosphere; Schlenk technique

2.2: -78 °C / Sealed tube; Inert atmosphere; Schlenk technique

With iodine; lithium; In tetrahydrofuran; N,N-dimethyl acetamide;
DOI:10.1002/anie.202102233