(R)-1-(3,4-DiMethoxyphenyl)-2-(tosyloxy)ethanol synthesis
- Product Name:(R)-1-(3,4-DiMethoxyphenyl)-2-(tosyloxy)ethanol
- CAS Number:833353-09-6
- Molecular formula:C17H20O6S
- Molecular Weight:352.4
98-59-9
627 suppliers
$9.00/5g
326491-79-6
11 suppliers
$75.00/50mg
833353-09-6
5 suppliers
$503.54/5MG
Yield:-
Reaction Conditions:
with pyridine in dichloromethane at 0;
Steps:
Generalprocedure for monotosylation of 1,2-diol:
To a stirred solution of diol (1.0 eq) in DCM(10 mL) was added pyridine (10.0 eq) at 0 °C followed by p-toluenesulfonyl chloride (2.0 eq) and the reactionmixture was stirred for 3-4 h at 0 °C. After completion of the reaction (TLC),reaction mixture was treated with 10% HCl at 0 °C, and extracted with EtOAc(3x20 mL) The combined organic layers were pooled and washed with water (2x20mL) and brine (1x20 mL), dried over anhydrous Na2SO4,filtered, and concentrated. The concentrate was purified by silica gelchromatography (100-200 mesh) using EtOAc/petroleum ether (2:3) to furnish thedesired monotosylated product (75-90% yield).
References:
Aratikatla, Eswar K.;Valkute, Tushar R.;Puri, Sunil K.;Srivastava, Kumkum;Bhattacharya, Asish K. [European Journal of Medicinal Chemistry,2017,vol. 138,p. 1089 - 1105] Location in patent:supporting information
6380-23-0
91 suppliers
$30.00/1g
833353-09-6
5 suppliers
$503.54/5MG
120-14-9
804 suppliers
$5.00/25g
833353-09-6
5 suppliers
$503.54/5MG