67412-01-5

Basic information

• Product Name: Methyl 6-O-triphenylmethyl-β-D-glucopyranoside
• Synonyms: Methyl 6-O-triphenylmethyl-β-D-glucopyranoside
• CAS NO: 67412-01-5
• Molecular Weight: 436.505
• Mol File: 67412-01-5.mol
• Article Data: 30

Chemical Properties

• CAS DataBase Reference: Methyl 6-O-triphenylmethyl-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 6-O-triphenylmethyl-β-D-glucopyranoside(67412-01-5)
• EPA Substance Registry System: Methyl 6-O-triphenylmethyl-β-D-glucopyranoside(67412-01-5)

Safety Data

• Hazardous Substances Data: 67412-01-5(Hazardous Substances Data)

Upstream product

• 53685-07-7 Methyl 3,4-O-isopropylidene-6-O-triphenylmethyl-α-D-galactopyranoside 
• 76-83-5 trityl chloride 
• 43160-15-2 β-D-glucopyranosyl-trimethyl-ammonium; bromide 
• 709-50-2 methyl beta-D-glucopyranoside 
• 1824-94-8 methyl beta-D-galactopyranoside 
• 87591-35-3 Methyl 2,3,4-tri-O-acetyl-6-O-trityl-β-D-galactopyranoside 
• 3396-99-4 methyl α-D-galactopyranoside 
• 86172-84-1 (2R,3R,4S,5R,6S)-6-Methoxy-5-trityloxy-2-trityloxymethyl-tetrahydro-pyran-3,4-diol 
• 86172-85-2 methyl 3,6-di-O-trityl-α-D-galactopyranoside 

Downstream Products

• 910887-49-9 methyl 2,3,4-tri-O-benzoyl-6-trityl-β-D-glucopyranoside 
• 41736-86-1 methyl-(O²,O³,O⁴-tris-phenylcarbamoyl-O⁶-trityl-β-D-glucopyranoside) 
• 38982-56-8 methyl 2,3,4-tri-O-acetyl-6-O-trityl-α-D-galactopyranoside 
• 808148-61-0 Pent-4-enoic acid (2R,3S,4S,5R,6S)-6-methoxy-4,5-bis-pent-4-enoyloxy-2-trityloxymethyl-tetrahydro-pyran-3-yl ester 
• 4356-80-3 methyl 2,3,4-tri-O-benzyl-β-D-glucopyranoside 
• 4356-79-0 methyl 6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranoside 
• 147687-33-0 methyl 2,3,4-tri-O-benzyl-6-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside 
• 161518-48-5 Methyl 2,3,4-tri-O-benzyl-6-O-(β-D-galactopyranosyl)-β-D-glucopyranoside 
• 88037-32-5 methyl 2,3,4-tri-O-benzoyl-β-D-glucopyranoside 
• 88037-31-4 methyl 2,3,4-tri-O-benzoyl-6-O-acetyl-β-D-glucopyranoside 
• 41671-04-9 methyl-(O²,O³,O⁴-tris-phenylcarbamoyl-β-D-glucopyranoside) 
• 31505-55-2 methyl 2,3-di-O-benzoyl-6-O-triphenylmethyl-α-D-galactopyranoside 
• 1327154-79-9 methyl 2-O-benzoyl-6-O-trityl-α-D-galactopyranoside 
• 1327154-73-3 methyl 3-O-benzoyl-6-O-trityl-α-D-galactopyranoside 

Relevant articles and documents

Synthesis of novel carbohydrate based pyridinium ionic liquids and cytotoxicity of ionic liquids for mammalian cells

The large pool of naturally occurring carbohydrates with their diversity in chirality and structure led to the idea of a systematic investigation of carbohydrate based ILs. To this end, we investigated the influence of different ether groups, mainly methyl or ethyl ether, on the secondary OH groups as well as different configurations on physical properties such as melting point, thermostability and especially the influence on cell toxicity. For this investigation we chose α- and β-methyl-, β-allyl- and β-phenyl d-glucopyranose as well as four 1-deoxy-pentoses. In order to be able to classify the results, more ionic liquids with different structural motives were examined for cytotoxicity. Here, we present data that confirm the biocompatibility of such ILs consisting of naturally occurring molecules or their derivatives. The synthesized carbohydrate based ILs were tested for their suitability as additives in coatings for medical applications such as drug-eluting balloons.

From d-to l-Monosaccharide Derivatives via Photodecarboxylation-Alkylation

Photodecarboxylation-alkylation of conformationally locked monosaccharides leads to inversion of stereochemistry at C5. This allows the synthesis of l-sugars from their readily available d-counterparts. Via this strategy, methyl l-guloside was synthesized from methyl d-mannoside in 21% yield over six steps.

Study of Uridine 5′-Diphosphate (UDP)-Galactopyranose Mutase Using UDP-5-Fluorogalactopyranose as a Probe: Incubation Results and Mechanistic Implications

Uridine 5′-diphosphate-5-fluorogalactopyranose (UDP-5F-Galp, 7) was synthesized, and its effect on UDP-Galp mutase (UGM) was investigated. UGM facilitated the hydrolysis of 7 to yield UDP and 5-oxogalactose (24), but no 11 was detected. 19F NMR and trapping experiments demonstrated that the reaction involves the initial formation of a substrate-cofactor adduct followed by decomposition of the resulting C5 gem-fluorohydrin to generate a 5-oxo intermediate (10). The results support the current mechanistic proposal for UGM and suggest new directions for designing mechanism-based inhibitors.