16848-76-3

Basic information

• Product Name: Methyl 4-O,6-O-(phenylmethylene)-2,3-dideoxy-α-D-erythro-hexopyranoside
• Synonyms: Methyl 4-O,6-O-(phenylmethylene)-2,3-dideoxy-α-D-erythro-hexopyranoside
• CAS NO: 16848-76-3
• Molecular Formula: C₁₄H₁₈O₄
• Molecular Weight: 250.2903
• Mol File: 16848-76-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 364.1°Cat760mmHg
• Flash Point: 136.6°C
• Appearance: /
• Density: 1.18g/cm³
• Vapor Pressure: 3.61E-05mmHg at 25°C
• Refractive Index: 1.543
• CAS DataBase Reference: Methyl 4-O,6-O-(phenylmethylene)-2,3-dideoxy-α-D-erythro-hexopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 4-O,6-O-(phenylmethylene)-2,3-dideoxy-α-D-erythro-hexopyranoside(16848-76-3)
• EPA Substance Registry System: Methyl 4-O,6-O-(phenylmethylene)-2,3-dideoxy-α-D-erythro-hexopyranoside(16848-76-3)

Safety Data

• Hazardous Substances Data: 16848-76-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H18O4/c1-15-13-8-7-11-12(17-13)9-16-14(18-11)10-5-3-2-4-6-10/h2-6,11-14H,7-9H2,1H3

Upstream product

• 1373344-40-1 C₂₁H₂₂O₆S 
• 221662-13-1 methyl 2-deoxy-4,6-O-benzylidene-α-D-galactopyranoside 
• 21193-75-9 D-galactal 
• 688-73-3 tri-n-butyl-tin hydride 
• 145260-42-0 C₂₈H₂₆O₈S₂ 
• 6698-32-4 methyl 4,6-O-benzylidene-2-O-toluene-p-sulfonyl-α-D-glucopyranoside 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 100-52-7 benzaldehyde 
• 3162-96-7 methyl 4,6-O-benzylidene-α-D-glucopyranoside 
• 4234-42-8 methyl 4,6-O-benzylidene-2-O-p-toluenesulphonyl-α-D-ribohexopyranosid-3-ulose 
• 3169-98-0 methyl 4,6-O-benzylidene-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside 
• 64552-06-3 methyl 4,6-O-benzylidene-α-D-galactopyranoside 
• 132074-90-9 methyl 4,6-O-benzylidene-2,3-di-O-[(methylthio)thiocarbonyl]-α-D-galactopyranoside 
• 132074-89-6 methyl 4,6-O-benzylidene-2,3-dideoxy-α-D-threo-hex-2-enoside 

Downstream Products

• 131985-35-8 methyl 4,6-di-O-benzyl-2,3-dideoxy-α-D-threo-hexopyranoside 
• 132023-36-0 (4R,5R)-4,6-dibenzyloxy-5-p-toluenesulfonyloxyhexanal ethylene dithioacetal 
• 131985-39-2 (4R,5S)-5-azido-4,6-dibenzyloxyhexanal ethylene dithioacetal 
• 131985-38-1 2-mercaptoethyl 4,6-di-O-benzyl-1-thio-1,2,3-trideoxy-α-D-threo-hexoside 
• 131985-40-5 (4R,5S)-5-azido-4,6-dibenzyloxyhexanal 
• 131985-37-0 (4R,5R)-4,6-dibenzyloxy-5-hydroxyhexanal ethylene dithioacetal 

Relevant articles and documents

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Site-selective catalysis of phenyl thionoformate transfer as a tool for regioselective deoxygenation of polyols

(Chemical Equation Presented) We report the application of peptide-embedded imidazoles as catalysts for the site-selective delivery of the phenyl thionoformate unit as a prelude to deoxygenation reactions of polyols. Methodology was developed that allows for the synthesis of thiocarbonyl derivatives based on a combination of additives that include N-alkylimidazoles and FeCl3 as co-catalysts. The use of this reagent combination leads to increased reaction rates and efficient yields relative to those of simple base-mediated reactions. In terms of controlling regioselectivity during the course of polyol modification, we found that histidine-containing peptides, in combination with FeCl3, could lead to modulation of the product distribution. Through screening of peptides and control of reaction conditions, products could be observed that reflected both the inherent preference of substrates and also reversal of inherent selectivity.

SYNTHESIS AND STEREOCHEMICAL CHARACTERIZATION OF OPTICALLY ACTIVE 2-METHOXY-3,4-DIHYDRO-2H-PYRAN

Samples of (+)-2-methoxy-3,4-dihydro-2H-pyran (1) have been prepared starting from methyl α-D-glucopyranoside and from tri-O-acetyl-D-glucal; the absolute configuration as well as the maximum rotatory power of 1 have been established.