120891-44-3

Upstream product

• 120891-34-1 ZK 118882 
• 120891-43-2 {(Z)-4-[(1R,2R,3R,5S)-2-[(E)-(S)-3-Cyclohexyl-3-(tetrahydro-pyran-2-yloxy)-propenyl]-5-hydroxy-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-but-2-enyloxy}-acetic acid tert-butyl ester 
• 130172-78-0 (Z)-4-[(1R,2R,3R,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-cyclohexyl-3-(tetrahydro-pyran-2-yloxy)-propenyl]-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-but-2-enoic acid methyl ester 
• 120891-35-2 {(Z)-4-[(1R,2R,3R,5R)-5-Chloro-2-[(E)-(S)-3-cyclohexyl-3-(tetrahydro-pyran-2-yloxy)-propenyl]-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-but-2-enyloxy}-acetic acid tert-butyl ester 
• 146382-63-0 (1S,2R,3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-2-((Z)-4-hydroxy-but-2-enyl)-cyclopentanol 
• 146382-61-8 (3R,4R)-2-methylene-3-[(1E,3S)-3-(tert-butyldimethylsiloxy)-3-cyclohexyl-1-propenyl]-4-(tert-butyldimethylsiloxy)cyclopentan-1-one 
• 117254-07-6 (4R)-2-(N,N-diethylamino)methyl-4-(t-butyldimethylsiloxy)-cyclopent-2-en-1-ol 
• 146382-64-1 ((Z)-4-{(1R,2R,3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-3-cyclohexyl-propenyl]-5-hydroxy-cyclopentyl}-but-2-enyloxy)-acetic acid tert-butyl ester 
• 82476-95-7 (1E)-(3S)-3-tert-butyldimethylsilyloxy-3-cyclohexyl-1-iodo-1-propene 

Relevant academic research and scientific papers

A New Efficient Synthesis of the Biologically Potent PGD2-Analogue ZK118182

A highly stereoselective and practical synthetic method for ZK118182, which is chemically and metabolically stable and a biologically potent PGD2-analogue developed by Schering AG, is reported.

Synthesis of a chemically and metabolically stable and biologically potent PGD2-analogue

The metabolic labile α-chain of the PGD2-analogue 2 (ZK 110841) can be stabilized by introduction of an β-oxygen-atom resulting in 3 (ZK 118182), which has a much higher and longer lasting biological activity on oral application in rats. The synthetic methodology for the synthesis of 3-oxa-Z-Δ5,6-prostaglandins will be discussed.