224296-26-8

Basic information

• Product Name: (3aS,4R,5S,6S,8R,9R,9aR,10R)-2-(Quinuclidin-4-ylsulfanyl)acetic acid 5-hydroxy-4,6,9,10-tetramethyl-1-oxo-6-vinyldecahydro-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester
• Synonyms: SB-268091
• CAS NO: 224296-26-8
• Molecular Formula: C₂₉H₄₅NO₄S
• Molecular Weight: 503.7503
• Mol File: 224296-26-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (3aS,4R,5S,6S,8R,9R,9aR,10R)-2-(Quinuclidin-4-ylsulfanyl)acetic acid 5-hydroxy-4,6,9,10-tetramethyl-1-oxo-6-vinyldecahydro-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (3aS,4R,5S,6S,8R,9R,9aR,10R)-2-(Quinuclidin-4-ylsulfanyl)acetic acid 5-hydroxy-4,6,9,10-tetramethyl-1-oxo-6-vinyldecahydro-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester(224296-26-8)
• EPA Substance Registry System: (3aS,4R,5S,6S,8R,9R,9aR,10R)-2-(Quinuclidin-4-ylsulfanyl)acetic acid 5-hydroxy-4,6,9,10-tetramethyl-1-oxo-6-vinyldecahydro-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester(224296-26-8)

Safety Data

• Hazardous Substances Data: 224296-26-8(Hazardous Substances Data)

Upstream product

• 1408290-30-1 1-benzyl-4-(benzylthio)quinuclidin-1-ium chloride 
• 3612-20-2 1-phenylmethyl-4-piperidone 
• 1408290-34-5 1-aza-4-(phenylmethylthio)-bicyclo[2.2.2]octane 
• 60924-38-1 {(3aS,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyldeca hydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacyclo-octen-8-yl methanesulfonyloxyacetate} 
• 224296-93-9 1-azoniabicyclo[2.2.2]octane-4-thiol chloride 
• 1408290-29-8 2-(1-benzyl-4-(benzylthio)piperidin-4-yl)ethanol 
• 1408290-28-7 ethyl 2-[1-benzyl-4-(benzylsulfanyl)piperidin-4-yl]acetate 
• 40110-55-2 ethyl 2-(1-benzylpiperidine-4-ylidene)acetate 

Relevant articles and documents

Synthesis of the pleuromutilin antibiotic SB-268091: A new practical and efficient synthesis of quinuclidine-4-thiol

A synthesis of the pleuromutilin antibiotic SB-268091 is described which includes a new and improved route to the quinuclidine-4-thiol ligand. This chemistry has been run on multikilo scale and involved a reductive double debenzylation using sodium in liquid ammonia. Alternative conditions have been developed to prepare quinuclidine-4-thiol which avoid the use of sodium in liquid ammonia. The generality of this process to prepare differentially S-protected quinuclidine-4-thiols is also discussed and exemplified by the preparation of a range of analogues.