118499-48-2

Basic information

• Product Name: benzyl (methyl 3-deoxy-α-D-manno-2-octulopyranosid)onate
• Synonyms: benzyl (methyl 3-deoxy-α-D-manno-2-octulopyranosid)onate
• CAS NO: 118499-48-2
• Molecular Weight: 342.346
• Mol File: 118499-48-2.mol

Chemical Properties

• CAS DataBase Reference: benzyl (methyl 3-deoxy-α-D-manno-2-octulopyranosid)onate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl (methyl 3-deoxy-α-D-manno-2-octulopyranosid)onate(118499-48-2)
• EPA Substance Registry System: benzyl (methyl 3-deoxy-α-D-manno-2-octulopyranosid)onate(118499-48-2)

Safety Data

• Hazardous Substances Data: 118499-48-2(Hazardous Substances Data)

Upstream product

• 22893-69-2 Methyl (methyl-3-deoxy-α-D-manno-oct-2-ulopyranosid)onate 
• 111833-99-9 methyl (methyl 3-deoxy-4,5:7,8-di-O-isopropylidene-α-D-manno-2-octulopyranosid)onate 
• 73650-00-7 methyl 4,5,7,8-tetra-O-acetyl-3-deoxyl-alpha-D-manno-2-octulopyranosonate 

Downstream Products

• 118499-49-3 benzyl (methyl 3-deoxy-7,8-O-isopropylidene-α-D-manno-2-octulopyranosid)onate 
• 111833-94-4 methyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-α-D-manno-oct-2-ulopyrano-sidono-1,5-lactone 

Relevant articles and documents

SYNTHESIS OF 1,5-LACTONES OF 3-DEOXY-D-manno-2-OCTULOPYRANOSONIC ACID ( KDO)

An unambigous synthesis of methyl 3-deoxy-α-D-manno-2-octulopyranosidono-1,5-lactone from methyl (methyl 3-deoxy-α-D-manno-octulopyranosid)onate via the 7,8-O-isopropylidene derivative is described.Treatment of the 4,5-stannylene derivative of this acetal with benzyl bromide gave the 1,5-lactone from which the protecting groups were removed.The acetylated 1,5-lactone was produced by acetylation of ammonium 3-deoxy-D-manno-2-octulosonate or treatment of the pyridinium salt with dicyclohexylcarbodi-imide and acetylation.No lactone was produced when only HO-7 was unsubstituted.When treated with an excess of 2-methoxypropene, methyl (methyl 3-deoxy-α-D-manno-2-octulopyranosid)onate afforded the 4,5:7,8-di-O-isopropylidene derivative, from which the 7,8-acetal group could be removed selectively.