132032-75-8

Basic information

• Product Name: methyl 4-O-benzyl-2,3-O-isopropylidene-α-D-manno-hexodialdo-1,5-pyranoside
• Synonyms: methyl 4-O-benzyl-2,3-O-isopropylidene-α-D-manno-hexodialdo-1,5-pyranoside
• CAS NO: 132032-75-8
• Molecular Weight: 322.358
• Mol File: 132032-75-8.mol

Chemical Properties

• CAS DataBase Reference: methyl 4-O-benzyl-2,3-O-isopropylidene-α-D-manno-hexodialdo-1,5-pyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 4-O-benzyl-2,3-O-isopropylidene-α-D-manno-hexodialdo-1,5-pyranoside(132032-75-8)
• EPA Substance Registry System: methyl 4-O-benzyl-2,3-O-isopropylidene-α-D-manno-hexodialdo-1,5-pyranoside(132032-75-8)

Safety Data

• Hazardous Substances Data: 132032-75-8(Hazardous Substances Data)

Upstream product

• 150161-11-8 Methyl 4-O-benzyl-6-O-tert-butyldiphenylsilyl-2,3-di-O-isopropylidene-α-D-mannopyranoside 
• 131089-35-5 methyl 6-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-α-D-mannopyranoside 
• 100-39-0 benzyl bromide 
• 82185-79-3 methyl 4-O-benzyl-2,3-O-isopropylidene-α-D-mannopyranoside 

Downstream Products

• 132032-76-9 methyl 4-O-benzyl-7,8-dideoxy-2,3-O-isopropylidene-α-D-manno-oct-7-enopyranoside 
• 359765-34-7 methyl 7-O-allyl-4-O-benzyl-2,3-O-isopropylidene-L-glycero and D-glycero-α-D-manno-heptopyranosides 
• 740840-78-2 ethyl (methyl 2,3-O-isopropylidene-6,7-dideoxy-4-phenylthionocarbonate-α-D-mannooctopyranosid)uronate 
• 740840-82-8 3'',4'',6''-tri-O-benzyl-1'',2''-dideoxy-D-arabino-hex-1''-enyl (methyl (4S)-4-C-((3',4',6'-tri-O-benzyl-1',2'-dideoxy-D-arabino-hex-1'-enyl)-(4-ethanoate))-2,3-O-isopropylidene-4,6,7-trideoxy-β-D-mannooctopyranosid)uronate 
• 132032-79-2 methyl 6-O-<2,3:4,6-di-O-isopropylidene-α-D-mannopyranosyl>-4-O-benzyl-7,8-dideoxy-2,3-O-isopropylidene-α-D-manno-oct-7-enopyranoside 
• 132032-82-7 methyl 6-O-<2,3:4,6-di-O-isopropylidene-α-D-mannopyranosyl>-4-O-benzyl-7,8-dideoxy-2,3-O-isopropylidene-α-D-manno-oct-7-enopyranoside 
• 132032-80-5 methyl 4,6-di-O-benzyl-2,3-O-isopropylidene-L-glycero-α-D-manno-heptopyranoside 
• 132032-77-0 methyl 4,6-di-O-benzyl-7,8-dideoxy-2,3-O-isopropylidene-α-D-manno-oct-7-enopyranoside 
• 132032-78-1 methyl 6-O-acetyl-4-O-benzyl-7,8-dideoxy-2,3-O-isopropylidene-α-D-manno-oct-7-enopyranoside 
• 132032-61-2 (3S,4R,5S,6R)-5-Benzyloxy-6-((S)-1-benzyloxy-2-hydroxy-ethyl)-tetrahydro-pyran-2,3,4-triol 
• 132032-84-9 methyl 4,6-O-benzylidene-7,8-dideoxy-2,3-O-isopropylidene-α-D-manno-octopyranoside 
• 195192-25-7 (3aS,4S,6R,7R,7aS)-7-Benzyloxy-6-((R)-1,2-bis-benzyloxy-ethyl)-4-methoxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran 
• 132032-81-6 methyl 4-O-benzyl-2,3-isopropylidene-L-glycero-α-D-manno-heptopyranoside 
• 316364-87-1 (3aR,4R,7R,7aS)-7-Acetoxy-4-[(R)-2-((3aS,4S,6R,7R,7aS)-7-benzyloxy-4-methoxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl)-2-hydroxy-ethyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyridine-5-carboxylic acid benzyl ester 

Relevant articles and documents

General Homologation Strategy for Synthesis of l -glycero- and d -glycero-Heptopyranoses

A general and stereospecific homologation strategy for the synthesis of heptopyranosides is reported. The strategy employs the Wittig olefination and proline-catalyzed α-aminoxylation to achieve one carbon elongation and stereoselective hydroxylation at the C6 position, respectively. The l-glycero- and d-glycero-heptopyranosides can be obtained with nearly perfect stereoselectivity. Further study reveals the difference in the chemical shift of the C6 proton of l/d-glycero-heptopyranosyl diastereomers, which is found to be useful for assignment of the configuration of heptopyranosides.

A double ring-closing metathesis approach for the synthesis of β-C-trisaccharides

Good things come in threes: A variety of β-C-trisaccharides have been successfully synthesized by double ring-closing metathesis, which provides the products in excellent overall yield after functionalization of the newly formed double bonds (see scheme).

Synthesis of aza-C-disaccharides using cycloaddition reactions of a functionalized cyclic nitrone

Cycloaddition reactions of a functionalized nitrone with sugar alkenes gives stereoselective access to aza-C-disaccharide analogues of α-D-Lyx(1→6)-α-D-Man and →-D-Lyx(1→6)-D-Gal.

Synthesis of a trisaccharide fragment corresponding to the lipopolysaccharide region of vibrio parahaemolyticus

Vicinal syn-dihydroxylation of D-manno-hept-6-enopyranosides 4 and 10 with OsO4 afforded D-glycero-α-D-manno-heptopyranosides 5 and 11, respectively, in good yield and with a high degree of stereoselectivity. Compound 5 was converted into DD-He

A Facile and Stereospecific Synthesis of L-glycero-D-manno-Heptose and some Derivatives

The stereospecific condensation of vinylmagnesium bromide with the readily available aldehyde 2, gave the olefin 3 which was further elaborated into L-glycero-D-manno-heptose and some derivatives thereof, through oxidative cleavage of the double bond foll