122588-56-1

Basic information

• Product Name: (2S,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-2-methoxy-6-vinyl-tetrahydro-pyran
• Synonyms: (2S,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-2-methoxy-6-vinyl-tetrahydro-pyran
• CAS NO: 122588-56-1
• Molecular Weight: 460.57
• Mol File: 122588-56-1.mol

Chemical Properties

• CAS DataBase Reference: (2S,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-2-methoxy-6-vinyl-tetrahydro-pyran(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-2-methoxy-6-vinyl-tetrahydro-pyran(122588-56-1)
• EPA Substance Registry System: (2S,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-2-methoxy-6-vinyl-tetrahydro-pyran(122588-56-1)

Safety Data

• Hazardous Substances Data: 122588-56-1(Hazardous Substances Data)

Upstream product

• 40653-15-4 methyl 2,3,4-tri-O-benzyl-α-D-manno-hexodialdo-1,5-pyranoside 
• 2065-66-9 methyl-triphenylphosphonium iodide 
• 162147-37-7 C₃₇H₅₂O₆Si 
• 122588-57-2 methyl-2,3,4,6-tetra-O-benzyl-7-(dimethylphenyl-silyl)-L-glycero-α-Dmanno-heptopyranoside 
• 122588-55-0 methyl-2,3,4-tri-O-benzyl-7-(Si-dimethylphenyl-silyl)-L-glycero-α-Dmanno-heptopyranoside 
• 34212-64-1 methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside 
• 791820-19-4 methyl 2,3,4-tri-O-benzyl-6-monomethoxytrityl-α-D-mannopyranoside 
• 191332-82-8 methyl 6-O-(4-methoxyphenyldiphenylmethyl)-α-D-mannopyranoside 
• 617-04-9 (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol 
• 1779-49-3 Methyltriphenylphosphonium bromide 

Downstream Products

• 68027-31-6 2-((2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)ethanol 
• 1207950-89-7 C₅₆H₆₀O₁₀ 
• 1304043-35-3 6-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-manno-pyranozide) boronic acid 
• 122588-51-6 methyl-2,3,4-tetra-O-benzyl-L-glycero-α-D-manno-heptopyranoside 
• 155020-86-3 methyl 2,3,4-tri-O-benzyl-D-glycero-α-D-manno-heptopyranoside 
• 127545-53-3 (4R,5R,6S)-4,5,6-trihydroxy-2-methyl-2-cyclohexen-1-one 
• 1350433-98-5 6-epi-gabosine O 
• 1350433-89-4 (4R,5R,6S)-4,5,6-tris(acetoxy)-2-methylcyclohex-2-enone 
• 1313193-66-6 (4R,5R,6S)-4,5,6-tris(benzyloxy)-2-methylcyclohex-2-enone 

Relevant articles and documents

Synthesis of D-glycero-D-manno-heptose 1,7-bisphosphate (HBP) featuring a β-stereoselective bis-phosphorylation

D-glycero-D-manno-Heptose 1,7-bisphosphate (HBP) plays a unique role in bacteriology. We describe in this study a very efficient synthesis of HBP, featuring a highly 6-D-selective construction of the heptose scaffold as well as a double phosphorylation st

Multigram-scale synthesis of L,D-heptoside using a Fleming-Tamao oxidation promoted by mercuric trifluoroacetate

An efficient multigram-scale synthesis of methyl 2,3,4,6-tetra-O-benzyl-L-glycero-α-D-manno-heptopyranoside from methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside is reported. It involves a sequence of Swern oxidation, Grignard addition and Fleming-Tamao reac

NOVEL MANNOPYRANOSIDE DERIVATIVES WITH ANTICANCER ACTIVITY

The present invention relates to mannopyranoside-derived compounds and to the use thereof as medicaments, in particular in the treatment of cancer diseases, and also to the method for preparing same and to pharmaceutical compositions comprising such compo

TOLL-LIKE RECEPTOR 9 AGONISTS

The present invention provides TLR9 agonists comprising, as an active ingredient, a compound represented by formula (I): (wherein a represents 0 or 1; n represents an integer of 0 to 2; m represents an integer of 0 to 5; X1 and X2 each independently represent a hydrogen atom or hydroxy; Y represents an oxygen atom or a sulfur atom; -Q1-represents -O- or the like; -Q2- represents -O- or the like; -Z- represents -O- or the like; R1, R3 and R4 each independently represent hydroxy or the like; R2 and R5 each independently represent a hydrogen atom, hydroxy or the like; and A represents 6-aminopurin-9-yl or the like) or a pharmaceutically acceptable salt thereof, and the like.

Synthesis of ent-gabosine E from d-mannose by intramolecular nitrone-olefin cycloaddition

Intramolecular nitrone-olefin cycloaddition in a mannose template followed by N-O cleavage, quaternization of the resulting amine, and finally oxidative elimination of the amino group affords, after deprotection, ent-gabosine E in enantiomerically pure form.

Synthesis of (6,6′)-C-linked pseudodisaccharides

A series of (6,6′)-C-linked pseudodisaccharides has been prepared using a general synthetic strategy of olefin metathesis in the presence of Grubbs second-generation catalyst. Yields were excellent in every case.

Synthesis of vinyl- and alkynylcyclopentanetetraols by SmI2/Pd(0)-promoted carbohydrate ring-contraction

A variety of vinyl- or alkynyl-substituted polyhydroxylated cyclopentanes and cyclobutanes are prepared in enantiomerically pure form from appropriate carbohydrate precursors, in a direct one-step ring-contraction procedure promoted by SmI2 and catalytic Pd(0). This reaction is thought to proceed through intermediate ring-opened allyl- or allenylsamarium complexes that undergo ring-closure by intramolecular carbonyl addition. A predominant trans relationship is found between vinyl (or alkynyl) and hydroxyl groups at the two newly created stereogenic centers, with good to excellent levels of stereoselectivity being observed in the formation of homopropargyl cyclopentanol products. Under appropriate conditions, preparatively useful yields are realized of stereoisomers not directly available using alternative methodology.

A VERSATILE AND NEW HIGHLY STEREOSELECTIVE APPROACH TO THE SYNTHESIS OF L-GLYCERO-D-MANNO-HEPTOPYRANOSIDES

The reaction of (phenyldimethyl)silylmethylmagnesium chloride with benzyl 2,3,4-tri-O-benzyl-α-D-manno-hexodialdo-1,5-pyranoside affords the corresponding L-glycero-D-manno-addition product having at C-7 the phenyldimethylsilyl (PDMSi) group.The latter si