63446-59-3

Basic information

• Product Name: 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E)-3-oxooct-1-enyl]cyclopentyl]-6-oxoheptanoic acid
• Synonyms: 6,15-diketo,13,14-dihydro-PGF1alpha;7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E)-3-oxooct-1-enyl]cyclopentyl]-6-oxoheptanoic acid
• CAS NO: 63446-59-3
• Molecular Formula: C20H32O6
• Molecular Weight: 368.46
• Mol File: 63446-59-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 580.3°C at 760 mmHg
• Flash Point: 318.8°C
• Appearance: /
• Density: 1.188g/cm³
• Vapor Pressure: 6.99E-16mmHg at 25°C
• Refractive Index: 1.553
• CAS DataBase Reference: 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E)-3-oxooct-1-enyl]cyclopentyl]-6-oxoheptanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E)-3-oxooct-1-enyl]cyclopentyl]-6-oxoheptanoic acid(63446-59-3)
• EPA Substance Registry System: 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E)-3-oxooct-1-enyl]cyclopentyl]-6-oxoheptanoic acid(63446-59-3)

Safety Data

• Hazardous Substances Data: 63446-59-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C20H32O6/c1-2-3-4-7-14(21)10-11-16-17(19(24)13-18(16)23)12-15(22)8-5-6-9-20(25)26/h10-11,16-19,23-24H,2-9,12-13H2,1H3,(H,25,26)/b11-10+/t16-,17-,18-,19+/m1/s1

Upstream product

• 61305-35-9 (R)-4-((tert-butyldimethylsilyl)oxy)cyclopent-2-enone 

Relevant articles and documents

Total synthesis of PGF2α and 6,15-diketo-PGF1α and formal synthesis of 6-keto-PGF1α via three-component coupling

The asymmetric total synthesis of PGF2α and 6,15-diketo-PGF1α and formal synthesis of 6-keto-PGF1α from a common key intermediate are described. The key intermediate, which has a chiral cyclopentane backbone possessing suitable functional groups with required stereochemistry for both side chains, was prepared from (R)-4-silyloxy-2-cyclopentenone through a three-component coupling reaction. The Wittig reaction, Nozaki-Hiyama-Kishi (NHK) coupling and cross metathesis completed the synthesis of PGF2α, 6,15-diketo-PGF1α and 6-keto-PGF1α.