Hydrochloric Acid → HCID 21566091, compound

Participants

Reaction Steps

2 g of 2-(6-carboxyhexyl)-3-(2-hydroxy-2-methyl-2-p-tolylethylthio)-4-hydroxy-cyclopentanone is dissolved in 50 ml methanol, two drops of water are added and with cooling by ice and agitating 1.5 g NaBH4 is added during 2 hours. After addition of 50 ml ice-water the mixture is acidified with aqueous HCl and extracted three times with respectively 50 ml portions of dimethylether. The combined organic phases are washed three times with a saturated aqueous NaCl-solution, dried over Na2SO4, filtered and evaporated. After chromatographic purification of the residue (silica gel/chloroform : methanol = 9 : 1) 2-(6-carboxyhexyl-3-(2-hydroxy-2-methyl-2-p-tolylethylthio)-1,4-cyclopentanediol is obtained as an oil,

Provenance & Evidence