1256553-73-7

Basic information

• Product Name: (4S,5S,7R,E)-methyl 9-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-5-hydroxy-4-methylnon-2-enoate
• Synonyms: (4S,5S,7R,E)-methyl 9-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-5-hydroxy-4-methylnon-2-enoate
• CAS NO: 1256553-73-7
• Molecular Weight: 436.664
• Mol File: 1256553-73-7.mol

Chemical Properties

• CAS DataBase Reference: (4S,5S,7R,E)-methyl 9-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-5-hydroxy-4-methylnon-2-enoate(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,5S,7R,E)-methyl 9-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-5-hydroxy-4-methylnon-2-enoate(1256553-73-7)
• EPA Substance Registry System: (4S,5S,7R,E)-methyl 9-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-5-hydroxy-4-methylnon-2-enoate(1256553-73-7)

Safety Data

• Hazardous Substances Data: 1256553-73-7(Hazardous Substances Data)

Upstream product

• 912805-57-3 (3S,4S,6R)-(-)-8-(benzyloxy)-6-(tert-butyldimethylsilyloxy)-3-methyloct-1-en-4-ol 
• 292638-85-8 acrylic acid methyl ester 

Downstream Products

• 1256553-74-8 methyl (4S,5S,7R,E)-(-)-9-(benzyloxy)-5,7-dihydroxy-4-methylnon-2-enoate 

Relevant articles and documents

Tetrahydropyran synthesis by intramolecular conjugate addition to enones: Synthesis of the clavosolide tetrahydropyran ring

The synthesis of a tetrahydropyran intermediate for clavosolide A is reported, employing a combination of cross-metathesis and intramolecular oxa-Michael addition. The intramolecular oxa-Michael addition to ,-unsaturated esters requires the use of strong bases and can result in either modest yields or stereoisomeric mixtures, and can be highly variable according to the substrate structure. In contrast, the corresponding ketones cyclise under very mild conditions to give the 2,6-cis-isomers directly. The use of appropriately substituted ketones allows efficient conversion into esters.