ChemicalBook CAS DataBase List (R)-(-)-3-QUINUCLIDINYL BENZILATE

(R)-(-)-3-QUINUCLIDINYL BENZILATE synthesis

3synthesis methods

Product Name:(R)-(-)-3-QUINUCLIDINYL BENZILATE
CAS Number:62869-69-6
Molecular formula:C21H23NO3
Molecular Weight:337.41

Benzeneacetic acid, α-oxo-, (3R)-1-azabicyclo[2.2.2]oct-3-yl ester

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Yield:62869-69-6 35%

Reaction Conditions:

Stage #1: (3R)-1-azabicyclo[2.2.2]oct-3-yl oxo(phenyl)acetate;phenyllithium in tetrahydrofuran;diethyl ether;cyclohexane at -40 - 20;
Stage #2: with water;ammonium chloride in tetrahydrofuran;diethyl ether;cyclohexane;

References:

Prat, María;Fernández, Dolors;Buil, M. Antonia;Crespo, María I.;Casals, Gaspar;Ferrer, Manuel;Tort, Laia;Castro, Jordi;Monleón, Juan M.;Gavaldà, Amadeu;Miralpeix, Montserrat;Ramos, Israel;Doménech, Teresa;Vilella, Dolors;Antón, Francisca;Huerta, Josep M.;Espinosa, Sonia;López, Manuel;Sentellas, Sonia;González, Marisa;Albertí, Joan;Segarra, Victor;Cárdenas, Alvaro;Beleta, Jorge;Ryder, Hamish [Journal of Medicinal Chemistry,2009,vol. 52,# 16,p. 5076 - 5092] Location in patent:experimental part

76-89-1 Synthesis