1416263-29-0

Basic information

• Product Name: (R)-6-(4-fluorophenyl)-5,6-dihydro-2H-pyran-2-one
• Synonyms: (R)-6-(4-fluorophenyl)-5,6-dihydro-2H-pyran-2-one
• CAS NO: 1416263-29-0
• Molecular Weight: 192.19
• Mol File: 1416263-29-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (R)-6-(4-fluorophenyl)-5,6-dihydro-2H-pyran-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-6-(4-fluorophenyl)-5,6-dihydro-2H-pyran-2-one(1416263-29-0)
• EPA Substance Registry System: (R)-6-(4-fluorophenyl)-5,6-dihydro-2H-pyran-2-one(1416263-29-0)

Safety Data

• Hazardous Substances Data: 1416263-29-0(Hazardous Substances Data)

Upstream product

• 86718-78-7 1-(4-fluorophenyl)-3-buten-1-ol 
• 46117-36-6 but-3-enoic acid phenyl ester 
• 459-57-4 4-fluorobenzaldehyde 
• 1416263-30-3 C₁₁H₁₁FO₃ 
• 1416263-27-8 (2R)-2-(4-fluorophenyl)-3,4-dihydro-2H-pyran-4-ol 

Downstream Products

• 1416263-31-4 (3S,3aS,6R,7aS)-3-(4-(benzyloxy)phenyl)-2,6-bis(4-fluorophenyl)tetrahydro-2H-pyrano[3,4-d]isoxazol-4(6H)-one 
• 1445454-77-2 (3R,3aS,6R,7aS)-3-(4-(benzyloxy)phenyl)-2,6-bis(4-fluorophenyl)tetrahydro-2H-pyrano[3,4-d]isoxazol-4(6H)-one 
• 1416263-32-5 (3S,4S,6R,1'S)-[(4-benzyloxyphenyl)-(4-fluorophenylamino)-methyl]-6-(4-fluorophenyl)-4-hydroxy-tetrahydro-2H-pyran-2-one 
• 163222-33-1 ezetemibe 
• 1416263-38-1 (6S)-3-((R)-(4-(benzyloxy)phenyl)(4-fluorophenylamino)-methyl)-6-(4-fluorophenyl)-5,6-dihydro-2H-pyran-2-one 
• 1445455-42-4 C₃₁H₂₇F₂NO₄ 
• 1416263-37-0 (3S,3aS,6S,7aS)-3-(4-(benzyloxy)phenyl)-2,6-bis(4-fluorophenyl)tetrahydro-2H-pyrano[3,4-d]isoxazol-4(6H)-one 
• 1445455-31-1 (3S,6R)-3-(S)-(4-benzyloxyphenyl)-(4-fluorophenyl)aminomethyl-6-(4-fluorophenyl)-tetrahydro-2H-pyran-2-one 
• 163380-15-2 (3R,4S,3'R)-1-(4-fluorophenyl)-4-(4-hydroxyphenyl)-3-[3'-(4-fluorophenyl)-3'-hydroxy-propyl]-azetidin-2-one 
• 163222-32-0 (3R,4S)-1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3(S)-hydroxypropyl]-4-(4-benzyloxyphenyl)-2-azetidinone 
• 1416263-36-9 (1'S,3R,6S)-3-[(4-benzyloxyphenyl)-(4-fluorophenylamino)-methyl]-6-(4-fluorophenyl)-tetrahydro-2H-pyran-2-one 
• 1416263-34-7 (1'S,3R,6R)-3-[(4-benzyloxyphenyl)-(4-fluorophenylamino)-methyl]-6-(4-fluorophenyl)-tetrahydro-2H-pyran-2-one 
• 1445455-04-8 C₃₁H₂₉F₂NO₃ 
• 1416263-33-6 (1'R,6R)-3-[(4-benzyloxyphenyl)-(4-fluorophenylamino)-methyl]-6-(4-fluorophenyl)-5,6-dihydro-2H-pyran-2-one 

Relevant articles and documents

Synthesis of Enantiomerically Pure 5,6-Dihydropyran-2-ones via Chemoenzymatic Sequential DKR-RCM Reaction

The enantiomerically pure 5,6-dihydropyran-2-ones play a crucial role as the building blocks in the synthesis of various bioactive compounds. A new straightforward protocol toward enantiomerically pure 5,6-dihydropyran-2-ones based on enzymatic dynamic ki

Total synthesis of ezetimibe, a cholesterol absorption inhibitor

Ezetimibe (1), a strong β-lactamic cholesterol absorption inhibitor, was synthesized from (R)-6-(4-fluorophenyl)-5,6-dihydro-2H-pyran-2-one 7. Independent pathways were analyzed in order to select the optimal one, which involved 1,3-dipolar cycloaddition with C-(4-benzyloxyphenyl)-N-(4-fluorophenyl) -nitrone (8), intramolecular nucleophilic displacement at the benzylic position of the lactone, cleavage of the N-O bond, elimination of a water molecule, hydrogenation of the double bond, rearrangement of the six-membered lactone ring into a β-lactam moiety, and final deprotection of the phenolic hydroxyl group. Highly stereoselective Sc(OTf)3-catalyzed 1,3-dipolar cycloaddition was the most crucial step of the synthesis. Owing to the rigid transition state of the cycloaddition, the absolute configuration of the starting lactone controlled the formation of other stereogenic centers of the final molecule 1.