(1S,3S,5S)-3-(tert-Butyl-diphenyl-silanyloxy)-bicyclo[3.1.0]hexane-1-carbonitrile

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Chemical Name:(1S,3S,5S)-3-(tert-Butyl-diphenyl-silanyloxy)-bicyclo[3.1.0]hexane-1-carbonitrile
CAS No.:183559-10-6
Molecular Formula:C₂₃H₂₇NOSi
Molecular Weight:361.559
Hs Code.:

Synonyms:(1S,3S,5S)-3-(tert-Butyl-diphenyl-silanyloxy)-bicyclo[3.1.0]hexane-1-carbonitrile

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Chemical Property of (1S,3S,5S)-3-(tert-Butyl-diphenyl-silanyloxy)-bicyclo[3.1.0]hexane-1-carbonitrile

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Technology Process of (1S,3S,5S)-3-(tert-Butyl-diphenyl-silanyloxy)-bicyclo[3.1.0]hexane-1-carbonitrile

There total 3 articles about (1S,3S,5S)-3-(tert-Butyl-diphenyl-silanyloxy)-bicyclo[3.1.0]hexane-1-carbonitrile 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: 91.0%

: Toluene-4-sulfonic acid (1S,4R)-4-(tert-butyl-diphenyl-silanyloxy)-2-cyano-cyclopentylmethyl ester

: 183559-10-6
(1S,3S,5S)-3-(tert-Butyl-diphenyl-silanyloxy)-bicyclo[3.1.0]hexane-1-carbonitrile

Guidance literature:: With potassium hexamethylsilazane; In tetrahydrofuran; at -78 ℃; for 3h;
DOI:10.1016/0040-4039(96)01700-5

Reference yield:

: 183559-06-0
((S)-1-Bromomethyl-2-(S)-oxiranyl-ethoxy)-tert-butyl-diphenyl-silane

: 183559-10-6
(1S,3S,5S)-3-(tert-Butyl-diphenyl-silanyloxy)-bicyclo[3.1.0]hexane-1-carbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / tetrahydrofuran / 3 h / -78 °C

2: 96 percent / DMAP, Et₃N / CH₂Cl₂ / 12 h / 4 °C

3: 91 percent / KHMDS / tetrahydrofuran / 3 h / -78 °C

With dmap; potassium hexamethylsilazane; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/0040-4039(96)01700-5

Reference yield:

: (2S,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-2-hydroxymethyl-cyclopentanecarbonitrile

: 183559-10-6
(1S,3S,5S)-3-(tert-Butyl-diphenyl-silanyloxy)-bicyclo[3.1.0]hexane-1-carbonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / DMAP, Et₃N / CH₂Cl₂ / 12 h / 4 °C

2: 91 percent / KHMDS / tetrahydrofuran / 3 h / -78 °C

With dmap; potassium hexamethylsilazane; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/0040-4039(96)01700-5