1423027-19-3

Basic information

• Product Name: (4S,5R)-5-(azidomethyl)-4-(4-fluorophenyl)dihydrofuran-2(3H)-one
• Synonyms: (4S,5R)-5-(azidomethyl)-4-(4-fluorophenyl)dihydrofuran-2(3H)-one
• CAS NO: 1423027-19-3
• Molecular Weight: 235.218
• Mol File: 1423027-19-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (4S,5R)-5-(azidomethyl)-4-(4-fluorophenyl)dihydrofuran-2(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,5R)-5-(azidomethyl)-4-(4-fluorophenyl)dihydrofuran-2(3H)-one(1423027-19-3)
• EPA Substance Registry System: (4S,5R)-5-(azidomethyl)-4-(4-fluorophenyl)dihydrofuran-2(3H)-one(1423027-19-3)

Safety Data

• Hazardous Substances Data: 1423027-19-3(Hazardous Substances Data)

Upstream product

• 950838-19-4 (4S,5R)-4-(4-fluorophenyl)-5-(hydroxymethyl)dihydrofuran-2(3H)-one 
• 1423027-07-9 3-(4-fluorophenyl)pent-4-enoic acid 
• 1423027-17-1 ((2R,3S)-3-(4-fluorophenyl)-5-oxotetrahydrofuran-2-yl)methyl methanesulfonate 
• 124980-95-6 3-(4-fluorophenyl)prop-2-en-1-ol 

Downstream Products

• 1423027-22-8 (4S,5R)-4-(4-fluorophenyl)-5-hydroxypiperidin-2-one 
• 1423027-25-1 (3R,4S)-1-benzyl-4-(4-fluorophenyl)piperidin-3-ol 
• 1423027-28-4 (S)-1-benzyl-4-(4-fluorophenyl)piperidin-3-one 
• 201855-60-9 (3S,4R)-[1-benzyl-4-piperidin-3-yl-4-(4-fluorophenyl)]methanol 

Relevant articles and documents

Optically pure γ-butyrolactones and epoxy esters via two stereocentered HKR of 3-substituted epoxy esters: A formal synthesis of (-)-paroxetine, Ro 67-8867 and (+)-eldanolide

The HKR of racemic anti- or syn-3-substituted epoxy esters catalyzed by a Co(iii)salen complex provides ready access to the corresponding enantioenriched 3,4-disubstituted γ-butyrolactones and 3-substituted epoxy esters. This strategy has been successfully employed in the formal synthesis of biologically active 3,4-disubstituted piperidine derivatives, (-)-paroxetine and Ro 67-8867 and a natural product, (+)-eldanolide.