63557-55-1

Basic information

• Product Name: 6-keto-PGF_1α methyl ester
• Synonyms: 6-keto-PGF_1α methyl ester
• CAS NO: 63557-55-1
• Molecular Weight: 384.513
• Mol File: 63557-55-1.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 6-keto-PGF_1α methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 6-keto-PGF_1α methyl ester(63557-55-1)
• EPA Substance Registry System: 6-keto-PGF_1α methyl ester(63557-55-1)

Safety Data

• Hazardous Substances Data: 63557-55-1(Hazardous Substances Data)

Upstream product

• 61799-74-4 PGI₂ methyl ester 
• 92052-44-3 7-{(1R,2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-hydroxy-cyclopentyl}-6-nitro-heptanoic acid methyl ester 
• 83398-81-6 (R)-5-[(1S,3S,5S,6S,8R)-8-((E)-(S)-3-Acetoxy-oct-1-enyl)-6-(tert-butyl-dimethyl-silanyloxy)-2-oxa-bicyclo[3.2.1]oct-3-yl]-5-methanesulfonyloxy-pentanoic acid methyl ester 
• 83398-81-6 (S)-5-[(1S,3S,5S,6S,8R)-8-((E)-(S)-3-Acetoxy-oct-1-enyl)-6-(tert-butyl-dimethyl-silanyloxy)-2-oxa-bicyclo[3.2.1]oct-3-yl]-5-methanesulfonyloxy-pentanoic acid methyl ester 
• 83398-77-0 (5S,6R)-15-acetyl-11-deoxy-6,11α-epoxy-9-(dimethyl-tert-butylsilyl)-5-hydroxyprostaglandin F_1α methyl ester 
• 83398-79-2 (5R,6R)-15-acetyl-11-deoxy-6,11α-epoxy-9-(dimethyl-tert-butylsilyl)-5-hydroxyprostaglandin F_1α methyl ester 
• 83398-83-8 (S)-5-[(1S,3S,5S,6S,8R)-8-((E)-(S)-3-Acetoxy-oct-1-enyl)-6-hydroxy-2-oxa-bicyclo[3.2.1]oct-3-yl]-5-methanesulfonyloxy-pentanoic acid methyl ester 
• 83398-84-9 (R)-5-[(1S,3S,5S,6S,8R)-8-((E)-(S)-3-Acetoxy-oct-1-enyl)-6-hydroxy-2-oxa-bicyclo[3.2.1]oct-3-yl]-5-methanesulfonyloxy-pentanoic acid methyl ester 
• 83398-87-2 (R)-5-[(1S,3S,5S,6S,8R)-6-Hydroxy-8-((E)-(S)-3-hydroxy-oct-1-enyl)-2-oxa-bicyclo[3.2.1]oct-3-yl]-5-methanesulfonyloxy-pentanoic acid methyl ester 
• 83398-85-0 (S)-5-[(1S,3S,5S,6S,8R)-6-Hydroxy-8-((E)-(S)-3-hydroxy-oct-1-enyl)-2-oxa-bicyclo[3.2.1]oct-3-yl]-5-methanesulfonyloxy-pentanoic acid methyl ester 
• 83416-21-1 9-(dimethyl-tert-butylsilyl)prostaglandin F_2α methyl ester 11,15-bis(trichloroethyl carbonate) 
• 83416-25-5 prostaglandin F_2α methyl ester 11,15-bis(trichloroethylcarbonate) 
• 83398-69-0 prostaglandin F_2α methyl ester 9-(dimethyl-tert-butylsilyl ether) 
• 33854-16-9 (+)-prostaglandin F_2α 

Downstream Products

• 58962-34-8 7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-((E)-(S)-3-hydroxy-oct-1-enyl)-cyclopentyl]-6-oxo-heptanoic acid 

Relevant articles and documents

High-performance liquid chromatography/thermospray mass spectrometry of some prostaglandins of time F series

Thermospray (TSP) mass-spectra and chromatographic characteristics of the prostanoids PGF(2α), 6-keto-PGF(1α), 2,3-dinor-6-keto-PGF(1α) and their methyl esters and methoximes are reported. The spectra of these compounds are dominated by ions of the type [M + H + xNH3 - nH2O]+ in the positive-ion mode and [M - H + xAcOH - nH2O]- in the negative-ion mode (n ranges from 0-4 and x is 0 or 1). The relative abundances of these ions depend on the particular structure, source and interface temperatures and eluent composition. In addition, these compounds show losses of 44 mass units, mainly due to the lass of the C-10-C-11 moiety, as demonstrated by deuterium labelling of PGF(2α). Methoximated derivatives of 6-keto-PGF(1α) also show low-abundance ions due to fragmentation in the position α to the methoxime group. The liquid-phase equilibria of tautomers of 2,3-diner-6-keto-PGF(1α) or products thereof which direct-its particular chromatographic behavior, can be effectively blocked by methoximation of the keto group thus improving its detectability. Detection limits of 20 ng on-column may be obtained for this derivative. Adsorption and hydrolysis in the interface are the principal factors responsible for this relatively high detection limit.

Prostacyclin: Evidence that intramolecular general-acid catalysis by its carboxylic acid group is responsible for the extra hydrolytic lability

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Short synthesis of 6-oxoprostaglandin E1 and 6-oxoprostaglandin F(1α)

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