2-((1S,2R)-2-((tert-butyldimethylsilyl)oxy)cyclohexyl)-4-fluorobenzonitrile

Base Information

Chemical Name:2-((1S,2R)-2-((tert-butyldimethylsilyl)oxy)cyclohexyl)-4-fluorobenzonitrile
CAS No.:1296137-68-2
Molecular Formula:C₁₉H₂₈FNOSi
Molecular Weight:333.521
Hs Code.:

Synonyms:2-((1S,2R)-2-((tert-butyldimethylsilyl)oxy)cyclohexyl)-4-fluorobenzonitrile

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Chemical Property of 2-((1S,2R)-2-((tert-butyldimethylsilyl)oxy)cyclohexyl)-4-fluorobenzonitrile

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Technology Process of 2-((1S,2R)-2-((tert-butyldimethylsilyl)oxy)cyclohexyl)-4-fluorobenzonitrile

There total 6 articles about 2-((1S,2R)-2-((tert-butyldimethylsilyl)oxy)cyclohexyl)-4-fluorobenzonitrile 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: 69.0%

: (2-cyano-5-fluorophenyl)magnesium chloride

: 1296137-65-9
tert-butyl(((1R)-2-iodocyclohexyl)oxy)dimethylsilane

: 1296137-68-2
2-((1S,2R)-2-((tert-butyldimethylsilyl)oxy)cyclohexyl)-4-fluorobenzonitrile

Guidance literature:: tert-butyl(((1R)-2-iodocyclohexyl)oxy)dimethylsilane; With para-fluorostyrene; FeCl₂*2LiCl; In tetrahydrofuran; Inert atmosphere;

(2-cyano-5-fluorophenyl)magnesium chloride; In tetrahydrofuran; at -50 - 20 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1002/anie.201007187

Reference yield:

: 364632-83-7
(1R,2R)-2-((tert-butyldimethylsilyl)oxy)cyclohexan-1-ol

: 1296137-68-2
2-((1S,2R)-2-((tert-butyldimethylsilyl)oxy)cyclohexyl)-4-fluorobenzonitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1-methyl-1H-imidazole; iodine; triphenylphosphine / dichloromethane / 0 - 20 °C / Inert atmosphere

2.1: FeCl₂*2LiCl; para-fluorostyrene / tetrahydrofuran / Inert atmosphere

2.2: -50 - 20 °C / Inert atmosphere

With 1-methyl-1H-imidazole; para-fluorostyrene; FeCl₂*2LiCl; iodine; triphenylphosphine; In tetrahydrofuran; dichloromethane;
DOI:10.1002/anie.201007187

Reference yield:

: 1296137-85-3
(1R,2R)-2-((tert-butyldimethylsilyl)oxy)cyclohexyl acetate

: 1296137-68-2
2-((1S,2R)-2-((tert-butyldimethylsilyl)oxy)cyclohexyl)-4-fluorobenzonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium carbonate / methanol / 20 °C / Inert atmosphere

2.1: 1-methyl-1H-imidazole; iodine; triphenylphosphine / dichloromethane / 0 - 20 °C / Inert atmosphere

3.1: FeCl₂*2LiCl; para-fluorostyrene / tetrahydrofuran / Inert atmosphere

3.2: -50 - 20 °C / Inert atmosphere

With 1-methyl-1H-imidazole; para-fluorostyrene; FeCl₂*2LiCl; iodine; potassium carbonate; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1002/anie.201007187