42782-96-7

Basic information

• Product Name: methyl (5Z,11alpha,13E)-11,15-dihydroxy-16,16-dimethyl-9-oxoprosta-5,13-dien-1-oate
• CAS NO: 42782-96-7
• Molecular Formula: C₂₃H₃₈O₅
• Molecular Weight: 394.5448
• Mol File: 42782-96-7.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 507.6°C at 760 mmHg
• Flash Point: 162.7°C
• Density: 1.08g/cm³
• Vapor Pressure: 1.98E-12mmHg at 25°C
• Refractive Index: 1.533
• CAS DataBase Reference: methyl (5Z,11alpha,13E)-11,15-dihydroxy-16,16-dimethyl-9-oxoprosta-5,13-dien-1-oate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (5Z,11alpha,13E)-11,15-dihydroxy-16,16-dimethyl-9-oxoprosta-5,13-dien-1-oate(42782-96-7)
• EPA Substance Registry System: methyl (5Z,11alpha,13E)-11,15-dihydroxy-16,16-dimethyl-9-oxoprosta-5,13-dien-1-oate(42782-96-7)

Safety Data

• Hazardous Substances Data: 42782-96-7(Hazardous Substances Data)

Upstream product

• 61263-34-1 (Z)-7-[(1R,2R,3R)-2-((E)-(R)-4,4-Dimethyl-3-trimethylsilanyloxy-oct-1-enyl)-5-oxo-3-trimethylsilanyloxy-cyclopentyl]-hept-5-enoic acid methyl ester 
• 220328-60-9 [(R)-1-((E)-2-Iodo-vinyl)-2,2-dimethyl-hexyloxy]-trimethyl-silane 
• 220328-64-3 (R)-4,4-dimethyl-1-iodo-1(E)-octen-3-ol 

Downstream Products

• 39746-25-3 16,16-dimethyl-PGE₂ 

Relevant articles and documents

Effective stereoselective total synthesis of 16,16-dimethyl prostaglandin E2

The first stereoselective synthesis of the specific EP1 receptor agonist, 16,16-dimethyl prostaglandin E2 1, is described. The key- intermediate 3 was obtained from the E-allyl alcohol 6 via Sharpless epoxidation followed by stereospecific transformations to the γ-iodo vinyl compound 3. Two component coupling of 2 and 3, using the dilithiocyanocuprate technology, gave the 1,4-addition product. Mild desilylation and enzymatic ester cleavage produced the optically pure prostaglandin 1 in high yield.