(3S)-4-{[tert-butyl(dimethyl)silyl]oxy}-3-hydroxy-2-phenylbutanenitrile

Base Information

Chemical Name:(3S)-4-{[tert-butyl(dimethyl)silyl]oxy}-3-hydroxy-2-phenylbutanenitrile
CAS No.:910028-66-9
Molecular Formula:C₁₇H₂₇NO₂Si
Molecular Weight:305.492
Hs Code.:

Synonyms:(3S)-4-{[tert-butyl(dimethyl)silyl]oxy}-3-hydroxy-2-phenylbutanenitrile

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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 (3S)-4-{[tert-butyl(dimethyl)silyl]oxy}-3-hydroxy-2-phenylbutanenitrile

Chemical Property:

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Technology Process of (3S)-4-{[tert-butyl(dimethyl)silyl]oxy}-3-hydroxy-2-phenylbutanenitrile

There total 1 articles about (3S)-4-{[tert-butyl(dimethyl)silyl]oxy}-3-hydroxy-2-phenylbutanenitrile 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:

: 140-29-4
phenylacetonitrile

: 78906-15-7,114413-26-2,124150-87-4,123237-62-7
tert-butyldimethylsilyl (S)-glycidyl ether

: 910028-66-9
(3S)-4-{[tert-butyl(dimethyl)silyl]oxy}-3-hydroxy-2-phenylbutanenitrile

Guidance literature:: With n-butyllithium; boron trifluoride-tetrahydrofuran complex; In tetrahydrofuran; hexane; at -78 - -25 ℃;
DOI:10.1021/ol061650w

Reference yield:

: 910028-66-9
(3S)-4-{[tert-butyl(dimethyl)silyl]oxy}-3-hydroxy-2-phenylbutanenitrile

: 98-59-9
p-toluenesulfonyl chloride

: 910028-68-1
(1S)-1-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-cyano-2-phenylethyl 4-methylbenzenesulfonate

Guidance literature:: With 1,4-diaza-bicyclo[2.2.2]octane; In ethyl acetate; at 20 ℃; for 1h;
DOI:10.1021/ol061650w

Reference yield:

: 910028-66-9
(3S)-4-{[tert-butyl(dimethyl)silyl]oxy}-3-hydroxy-2-phenylbutanenitrile

: 910028-42-1
(1R,2S)-2-Hydroxymethyl-1-phenyl-cyclopropanecarbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: DABCO / ethyl acetate / 1 h / 20 °C

2: KHMDS / toluene / 1 h

3: aq. TBAF / tetrahydrofuran

With 1,4-diaza-bicyclo[2.2.2]octane; tetrabutyl ammonium fluoride; potassium hexamethylsilazane; In tetrahydrofuran; ethyl acetate; toluene;
DOI:10.1021/ol061650w