(S)-3-((4-((tertbutyldimethylsilyloxy)methyl)phenyl)(hydroxy)methyl)benzonitrile

Base Information

Chemical Name:(S)-3-((4-((tertbutyldimethylsilyloxy)methyl)phenyl)(hydroxy)methyl)benzonitrile
CAS No.:889118-10-9
Molecular Formula:C₂₁H₂₇NO₂Si
Molecular Weight:353.536
Hs Code.:

Synonyms:(S)-3-((4-((tertbutyldimethylsilyloxy)methyl)phenyl)(hydroxy)methyl)benzonitrile

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Chemical Property of (S)-3-((4-((tertbutyldimethylsilyloxy)methyl)phenyl)(hydroxy)methyl)benzonitrile

Chemical Property:

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Technology Process of (S)-3-((4-((tertbutyldimethylsilyloxy)methyl)phenyl)(hydroxy)methyl)benzonitrile

There total 3 articles about (S)-3-((4-((tertbutyldimethylsilyloxy)methyl)phenyl)(hydroxy)methyl)benzonitrile 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: 88.3%

: 24964-64-5
3-Cyanobenzaldehyde

: C₁₇H₃₁OSiZn

: 53172-91-1
(benzyloxy)(tert-butyl)dimethylsilane

: 889118-10-9
(S)-3-((4-((tertbutyldimethylsilyloxy)methyl)phenyl)(hydroxy)methyl)benzonitrile

Guidance literature:: C₁₇H₃₁OSiZn; With (R)-2-(piperidin-1-yl)-1,1,2-triphenylethanol; In toluene; for 0.5h; Inert atmosphere;

3-Cyanobenzaldehyde; In toluene; at -10 - -5 ℃; for 4h; enantioselective reaction; Inert atmosphere;
DOI:10.1021/op0602268

Reference yield:

: 87736-74-1
4-(tert-butyldimethylsiloxymethyl)bromobenzene

: 889118-10-9
(S)-3-((4-((tertbutyldimethylsilyloxy)methyl)phenyl)(hydroxy)methyl)benzonitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: magnesium / tetrahydrofuran; ethylene dibromide / 4.88 h / 50 - 60 °C / Inert atmosphere

1.2: 3.3 h / -70 - -30 °C / Inert atmosphere

2.1: column Chiralpak AD 11 x 33 cm / ethanol; methanol; n-heptane / 0.18 h / Resolution of racemate

With magnesium; In tetrahydrofuran; methanol; ethanol; n-heptane; ethylene dibromide;
DOI:10.1021/op0602268

Reference yield:

: 3-{[4-(tert-butyldimethylsilanyloxymethyl)phenyl]hydroxymethyl}benzonitrile

: 889118-10-9
(S)-3-((4-((tertbutyldimethylsilyloxy)methyl)phenyl)(hydroxy)methyl)benzonitrile

Guidance literature:: With column Chiralpak AD 11 x 33 cm; In methanol; ethanol; n-heptane; for 0.185h; Resolution of racemate;
DOI:10.1021/op0602268