ethyl 2-((1S,2R)-2-((tert-butyldimethylsilyl)oxy)cyclohexyl)-3-fluorobenzoate

Base Information

Chemical Name:ethyl 2-((1S,2R)-2-((tert-butyldimethylsilyl)oxy)cyclohexyl)-3-fluorobenzoate
CAS No.:1296137-69-3
Molecular Formula:C₂₁H₃₃FO₃Si
Molecular Weight:380.575
Hs Code.:

Synonyms:ethyl 2-((1S,2R)-2-((tert-butyldimethylsilyl)oxy)cyclohexyl)-3-fluorobenzoate

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Chemical Property of ethyl 2-((1S,2R)-2-((tert-butyldimethylsilyl)oxy)cyclohexyl)-3-fluorobenzoate

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Technology Process of ethyl 2-((1S,2R)-2-((tert-butyldimethylsilyl)oxy)cyclohexyl)-3-fluorobenzoate

There total 6 articles about ethyl 2-((1S,2R)-2-((tert-butyldimethylsilyl)oxy)cyclohexyl)-3-fluorobenzoate 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: 73.0%

: (2-(ethoxycarbonyl)-6-fluorophenyl)magnesium chloride

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

: 1296137-69-3
ethyl 2-((1S,2R)-2-((tert-butyldimethylsilyl)oxy)cyclohexyl)-3-fluorobenzoate

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

(2-(ethoxycarbonyl)-6-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

: 1296137-69-3
ethyl 2-((1S,2R)-2-((tert-butyldimethylsilyl)oxy)cyclohexyl)-3-fluorobenzoate

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

: 1296137-69-3
ethyl 2-((1S,2R)-2-((tert-butyldimethylsilyl)oxy)cyclohexyl)-3-fluorobenzoate

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