(R)-1-[3,5-Bis(trifluoromethyl)phenyl]ethanol cas 127852-28-2

(R)-1-[3,5-Bis(trifluoromethyl)phenyl]ethanol cas 127852-28-2

chem

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English Synonyms(R)-Bis-3,5-Trifluoromethyl-1-Phenylethanol;rolapitantintermediate3;(R)-1-[3,5-Bis(Trifluoromethyl)phenyl]ethanol127852-28-2;(R)-1-[3,5-Bis(Trifluoromethyl)phenyl]ethanol,99%e.E.;fosaprepitantimpurity25;aprepitantimpurity49;(R)-1-[3,5-Bis(Trifluoromethyl)phenyl]ethanol(aprepitant);

127852-28-2

C10H8F6O

258.16

603-245-7

English Synonyms

(R)-Bis-3,5-Trifluoromethyl-1-Phenylethanol;rolapitantintermediate3;(R)-1-[3,5-Bis(Trifluoromethyl)phenyl]ethanol127852-28-2;(R)-1-[3,5-Bis(Trifluoromethyl)phenyl]ethanol,99%e.E.;fosaprepitantimpurity25;aprepitantimpurity49;(R)-1-[3,5-Bis(Trifluoromethyl)phenyl]ethanol(aprepitant);(R)-1-[3,5-Bis(Trifluoro-Methyl)-Phenyl]ethanol98%

(R)-1-[3,5-Bis(trifluoromethyl)phenyl]ethanol Chemical Properties

Melting point53-58℃
Boiling Point175.8±35.0 °C(Predicted)
Density1.376±0.06 g/cm3(Predicted)
Storage conditions-20°C Freezer
SolubilitySoluble in acetonitrile (a little), chloroform (a little)
Acidity coefficient (pKa)13.99±0.20(Predicted)
Formpowder
ColorWhite
Optical activity[α]/D +27±1°, c = 1 in acetonitrile
Maximum wavelength (λmax)272nm(MeOH)(lit.)

Overview

R)-1-[3,5-bis(trifluoromethyl)phenyl]ethanol is an important chiral intermediate for the synthesis of the antiemetic drug Aprepitant

Uses

(R)-1-[3,5-bis(trifluoromethyl)phenyl]ethanol is mainly used to treat depression and chemotherapy-induced vomiting; can prevent acute and delayed nausea and vomiting caused by the first and subsequent repeated chemotherapy; API aprepitant/aprepitant intermediate; aprepitant morpholine hydrochloride side chain.

Preparation

Dissolve 3,5-bis(trifluoromethyl)acetophenone in methanol, add 2% sodium borohydride in sodium hydroxide solution dropwise under ice bath, react for 2 hours, adjust with hydrochloric acid until no bubbles emerge, distill to remove methanol solvent, cool, extract with dichloromethane, dry and concentrate to obtain racemic product.

Uses 

Aprepitant side chain

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