138110-76-6

Basic information

• Product Name: (R)-3-(4-trifluoromethylphenoxy)-3-phenylprop-1-yl methanesulfonate
• Synonyms: (R)-3-(4-trifluoromethylphenoxy)-3-phenylprop-1-yl methanesulfonate
• CAS NO: 138110-76-6
• Molecular Weight: 374.381
• Mol File: 138110-76-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (R)-3-(4-trifluoromethylphenoxy)-3-phenylprop-1-yl methanesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-(4-trifluoromethylphenoxy)-3-phenylprop-1-yl methanesulfonate(138110-76-6)
• EPA Substance Registry System: (R)-3-(4-trifluoromethylphenoxy)-3-phenylprop-1-yl methanesulfonate(138110-76-6)

Safety Data

• Hazardous Substances Data: 138110-76-6(Hazardous Substances Data)

Upstream product

• 124-63-0 methanesulfonyl chloride 
• 180961-71-1 (R)-3-phenyl-3-(4-(trifluoromethyl)phenoxy)propan-1-ol 
• 33603-90-6 (2Z)-2-bromo-3-phenyl-2-propenal 
• 104-55-2 3-phenyl-propenal 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 96854-34-1 (S)-3-phenyl-1,3-propanediol 
• 33401-74-0 ethyl (3R)-3-hydroxy-3-phenylpropionate 
• 77118-87-7 (S)-1-Phenyl-3-buten-1-ol 
• 80735-94-0 1-Phenyl-3-buten-1-ol 
• 444575-92-2 (R)-(-)-1-phenyl-1-(4-trifluoromethylphenoxy)-2-propene 
• 104713-12-4 (R)-1-phenylprop-2-en-1-ol 
• 321-98-2 (1S,2R)-(+)-ephedrine 
• 402-45-9 4-hydroxybenzotrifluoride 
• 115290-77-2 (1S) 3-phenyl-3-hydroxypropyl methanesulfonate 

Downstream Products

• 114247-09-5 (R)-fluoxetine hydrochloride 
• 54910-89-3 (R)-fluoxetine 
• 138110-77-7 (R)-3-Iodo-3-(4-trifluoromethylphenoxy)propane 

Relevant articles and documents

One-pot sequential asymmetric hydrogenation of β-aryl-β-aryloxy acroleins

A one-pot sequential asymmetric hydrogenation of β-aryl-β-aryloxy acroleins has been realized for the preparation of chiral 3-aryl-3-aryloxy alcohols with excellent yields and good enantioselectivities. This methodology can be employed in new synthetic routes for the synthesis of fluoxetine, atomoxetine, and related analogues.

An efficient chemoenzymatic route to the antidepressants (R)-fluoxetine and (R)-tomoxetine

(S)-1-Phenyl-3-buten-1-ol (1), prepared in high optical purity by enzymatic resolution of the racemate, is a convenient building block for the synthesis of (R)-fluoxetine (7a) and (R)-tomoxetine (7b). Compound 1 was converted to the title drugs by etherification with appropriate phenols under Mitsunobu conditions, ozonolysis of the terminal double bond, mesylation of the resulting alcohol and substitution with methylamine.

Chemoenzymatic Synthesis of Both Enantiomers of Fluoxetine

Both enantiomers of fluoxetine have been synthesized from ethyl benzoylacetate.The key step is the enantioselective reduction of the starting material by baker's yeast.