286840-19-5

Basic information

• Product Name: (3aR,4R,5R,6aS)-4-[(E)-(R)-4-Phenoxy-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-ol
• Synonyms: (3aR,4R,5R,6aS)-4-[(E)-(R)-4-Phenoxy-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-ol
• CAS NO: 286840-19-5
• Molecular Weight: 474.595
• Mol File: 286840-19-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (3aR,4R,5R,6aS)-4-[(E)-(R)-4-Phenoxy-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (3aR,4R,5R,6aS)-4-[(E)-(R)-4-Phenoxy-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-ol(286840-19-5)
• EPA Substance Registry System: (3aR,4R,5R,6aS)-4-[(E)-(R)-4-Phenoxy-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-ol(286840-19-5)

Safety Data

• Hazardous Substances Data: 286840-19-5(Hazardous Substances Data)

Upstream product

• 2065-23-8 methyl 2-phenoxyacetate 
• 40665-68-7 dimethyl (3-phenoxy-2-oxopropyl)phosphonate 
• 79171-98-5 Biphenyl-4-carboxylic acid (3aR,4R,5R,6aS)-4-((E)-(R)-3-hydroxy-4-phenoxy-but-1-enyl)-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester 
• 54347-99-8 (3aR,4R,5R,6aS)-Hexahydro-4-<(E)-(3R)-4-phenoxy-3-<(tetrahydro-2H-pyran-2-yl)oxy>-1-butenyl>-5-<(tetrahydro-2H-pyran-2-yl)oxy>-2H-cyclopentafuran-2-one 
• 51638-93-8 (3aR,4R,5R,6aS)-5-Hydroxy-4-((E)-(R)-3-hydroxy-4-phenoxy-but-1-enyl)-hexahydro-cyclopenta[b]furan-2-one 

Downstream Products

• 64282-82-2 N-{(Z)-7-[(1R,2R,3R)-5-Oxo-2-[(E)-(R)-4-phenoxy-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoyl}-methanesulfonamide 
• 64282-79-7 (Z)-7-[(1R,2R,3R)-5-Oxo-2-[(E)-(R)-4-phenoxy-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid 
• 79124-70-2 N-(benzenesulfonyl)-16-phenoxy-ω-tetranor-PGE₂-carboxamide 
• 79124-71-3 N-(ethanesulfonyl)-16-phenoxy-ω-tetranor-PGE₂-carboxamide 
• 79124-61-1 N-(methanesulfonyl)-16-phenoxy-ω-tetranor-PGB₂-carboxamide 
• 79124-62-2 N-(methanesulfonyl)-16-phenoxy-ω-tetranor-PGA₂-carboxamide 
• 54382-74-0 16-phenoxy-ω-tetranor-PGE₂ 
• 79172-00-2 N-(methanesulfonyl)-16-phenox-ω-tetranor-PGF_2α-carboxamide 
• 60325-46-4 Sulprostone 
• 73121-56-9 (dl)-9-keto-11α,15α-dihydroxy-16-phenoxy-17,18,19,20-tetranorprosta-4,5,13-trans-trienoic acid methyl ester 
• 286840-20-8 1-<5α-hydroxy-2β-<(E)-4-phenoxy-3α-tetrahydropyran-2-yloxy-1-butenyl>-3α-tetrahydropyran-2-yloxycyclopent-1α-yl>but-3-yn-2-ol 
• 64282-81-1 N-{(Z)-7-[(1R,2R,3R,5S)-5-Hydroxy-2-[(E)-(R)-4-phenoxy-3-(tetrahydro-pyran-2-yloxy)-but-1-enyl]-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoyl}-methanesulfonamide 

Relevant articles and documents

Synthesis of prostaglandins III: Efficient and practical synthesis of antisecretory prostaglandin enprostil

An efficient and practical 8-step synthesis of enprostil (1) starting from the lactone 2 has been developed. The propargylic acetate 5 was prepared from the lactol 3 by the reaction with ethynylmagnesium bromide followed by acetylation. Propargylic acetate 5 was converted into enprostil (1) via the introduction of an allene moity by reaction with a Grignard reagent in the presence of a CuI · P(OEt)3 complex.