85716-44-5

Basic information

• Product Name: methyl 2,3,4-tri-O-benzyl-α-d-xylo-hex-5-enopyranoside
• Synonyms: methyl 2,3,4-tri-O-benzyl-α-d-xylo-hex-5-enopyranoside
• CAS NO: 85716-44-5
• Molecular Weight: 446.543
• Mol File: 85716-44-5.mol
• Article Data: 21

Chemical Properties

• CAS DataBase Reference: methyl 2,3,4-tri-O-benzyl-α-d-xylo-hex-5-enopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2,3,4-tri-O-benzyl-α-d-xylo-hex-5-enopyranoside(85716-44-5)
• EPA Substance Registry System: methyl 2,3,4-tri-O-benzyl-α-d-xylo-hex-5-enopyranoside(85716-44-5)

Safety Data

• Hazardous Substances Data: 85716-44-5(Hazardous Substances Data)

Upstream product

• 85716-43-4 methyl 6-deoxy-6-iodo-2,3,4-tri-O-benzyl-α-D-glucopyranoside 
• 100-39-0 benzyl bromide 
• 4144-87-0 methyl 6-chloro-6-deoxy-α-D-glucopyranoside 
• 53008-65-4 methyl 2,3,4-tri-O-benzyl-D-glucopyranoside 
• 7177-79-9 methyl 2,3-O-dibenzyl-4,6-O-benzylidene-α-D-glucopyranoside 
• 3162-96-7 4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside 
• 116386-41-5 (3S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-2-methylene-tetrahydro-pyran-3-ol 
• 73111-13-4 Methanesulfonic acid (2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester 
• 18311-26-7 methyl 6-O-trityl-α-D-glucopyranoside 
• 2595-06-4 methyl 2,3,4-tri-O-benzyl-6-O-trityl-α-D-glucopyranoside 
• 6304-96-7 methyl 2,3,4-tri-O-acetyl-6-deoxy-6-iodo-α-D-glucopyranoside 
• 6217-21-6 methyl 2,3,4-tri-O-acetyl-6-desoxy-α-D-xylo-hex-5-enopyranoside 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 20771-10-2 1-O-methyl-2,3,4-tri-O-trimethylsilyl-α-D-glucopyranoside 

Downstream Products

• 85716-45-6 1L-(2,4,5/3)-2,3,4-Tri-O-benzyl-2,3,4,5-tetrahydroxy-1-cyclohexanon 
• 87984-31-4 (2S,3R,4S,5R) 5-hydroxy-2,3,4-tris(benzyloxy) cyclohexane-1-one 
• 85798-11-4 (4S,5R,6S)-4,5,6-tris-benzyloxycyclohex-2-en-1-one 
• 606930-14-7 (2S,3R,4S)-2,3,4-tris-benzyloxy-5-hydroxycyclohexan-1-one 
• 316172-35-7 2,3,4-tri-O-benzyl-1,6-anhydro-β-L-idopyranos-5-ulo-5-hydrate 
• 243980-62-3 (5R,7S,8R,9R,10S)-8,9,10-Tris(benzyloxy)-7-methoxy-3-(4-methylphenyl)-1,6-dioxa-2-azaspiro[4.5]dec-2-ene 
• 439614-74-1 (3S,5S,6R,7R,8S)-6,7,8-Tris-benzyloxy-5-methoxy-1,4-dioxa-spiro[2.5]octane 
• 641635-63-4 ((3R,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-methanol 
• 528584-66-9 dimethyl β-L-idopyranosiduronate 
• 85716-46-7 1D-(1,3/2)-1,2,3-tri-O-benzyl-4-methylene-5-cyclohexen-1,2,3-triol 
• 85716-47-8 (1R,2R,3S,4R)-1,2,3-tri-O-benzyl-6-bromo-4-(bromomethyl)-4-cyclohexene-1,2,3-triol 
• 85716-50-3 Benzoic acid (4S,5S,6R)-4,5,6-tris-benzyloxy-3-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-((1R,2R,3S,4R,5R)-3,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-2-methyl-tetrahydro-pyran-3-ylamino]-cyclohex-1-enylmethyl ester 
• 85716-48-9 1D-(1,3/2,6)-4-benzoyloxymethyl-6-bromo-1,2,3-tri-O-benzyl-4-cyclohexene-1,2,3-triol 
• 85716-48-9 1D-(1,3,6/2)-4-benzoyloxymethyl-6-bromo-1,2,3-tri-O-benzyl-4-cyclohexene-1,2,3-triol 

Relevant articles and documents

Carbocyclic Substrate Analogues Reveal Kanosamine Biosynthesis Begins with the α-Anomer of Glucose 6-Phosphate

NtdC is an NAD-dependent dehydrogenase that catalyzes the conversion of glucose 6-phosphate (G6P) to 3-oxo-glucose 6-phosphate (3oG6P), the first step in kanosamine biosynthesis in Bacillus subtilis and other closely-related bacteria. The NtdC-catalyzed r

Vinyl Grignard-Mediated Stereoselective Carbocyclization of Lactone Acetals

A novel Ferrier-type carbocyclization is reported. It involves a carbohydrate-derived lactone acetal synthesized from methyl α-d-glucopyranoside, which upon treatment with excess vinylmagnesium bromide provides a highly substituted carbocyclic product as a single stereoisomer. The yield is greatly increased when N,N,N′,N′-tetramethylethylenediamine is added to the reaction mixture. Optimized reaction conditions have been applied to lactone acetals derived from other carbohydrates. Based on the obtained results, a possible reaction mechanism has been proposed. Furthermore, scalability of the reaction up to 15 g scale and derivatization of the carbocyclic product has been demonstrated, including the formation of a rare trans-bicyclo[4.3.0]nonene scaffold via a ring-closing metathesis. The structure of this and all carbocyclic products were confirmed by X-ray crystallographic analysis.

Conformational Plasticity in Glycomimetics: Fluorocarbamethyl- L -idopyranosides Mimic the Intrinsic Dynamic Behaviour of Natural Idose Rings

Sugar function, structure and dynamics are intricately correlated. Ring flexibility is intrinsically related to biological activity; actually plasticity in L-iduronic rings modulates their interactions with biological receptors. However, the access to the