16740-98-0

Basic information

• Product Name: tri-O-methyl-D-glucal
• Synonyms: tri-O-methyl-D-glucal
• CAS NO: 16740-98-0
• Molecular Weight: 188.224
• Mol File: 16740-98-0.mol
• Article Data: 32

Chemical Properties

• CAS DataBase Reference: tri-O-methyl-D-glucal(CAS DataBase Reference)
• NIST Chemistry Reference: tri-O-methyl-D-glucal(16740-98-0)
• EPA Substance Registry System: tri-O-methyl-D-glucal(16740-98-0)

Safety Data

• Hazardous Substances Data: 16740-98-0(Hazardous Substances Data)

Upstream product

• 21193-75-9 D-galactal 
• 74-87-3 methylene chloride 
• 13265-84-4 D-glucal 
• 1316849-01-0 N-(2-deoxy-2-iodo-3,4,6-tri-O-methyl-α-D-mannopyranosyl)succinimide 
• 330476-89-6 phenyl 3,4,6-tri-O-methyl-β-D-glucopyranosyl sulfoxide 
• 220155-66-8 C₁₆H₂₄O₆S 
• 1139-97-5 2,3,4,6-tetra-O-methyl-D-glucopyranose 
• 38791-33-2 1-O-acetyl-2,3,4,6-tetra-O-methyl-α/β-D-glucopyranose 
• 74-88-4 methyl iodide 
• 51705-30-7 2,3,4,6-tetra-O-methyl-α-D-glucopyranosyl bromide 
• 2873-29-2 D-glucal triacetate 
• 74-83-9 methyl bromide 
• 77-78-1 dimethyl sulfate 
• 591-51-5 phenyllithium 

Downstream Products

• 1106678-85-6 C₁₇H₂₃NO₆S 
• 1332628-35-9 (4S,5R,6S,8aR)-5,6-dimethoxy-7-methoxymethyl-2,4-diphenyl-4a,6,7,8a-tetrahydro-4H,5H-pyrano[3,2-e][1,3]oxazine 
• 1332628-39-3 (4S,5R,6S,8aR)-acetic acid 5,6-bis-allyloxy-4-naphthalen-1-yl-2-phenyl-4a,6,7,8a-tetrahydro-4H,5H-pyrano[3,2-e][1,3]oxazin-7-ylmethyl ester 
• 1332628-49-5 (2'S,2R,3S,4R,5S,6S)-acetic acid 3,4-bis-allyloxy-5-(benzoylamino-naphthalen-1-yl-methyl)-6-methoxy-tetrahydro-pyran-2-ylmethyl ester 
• 1332628-50-8 (2R,3S,4R,5S)-acetic acid 3,4-bis-allyloxy-5-(benzoylamino-naphthalen-1-yl-methyl)-6-ethoxy-tetrahydro-pyran-2-ylmethyl ester 
• 1332628-51-9 (2R,3S,4R,5S)-acetic acid 3,4,6-tris-allyloxy-5-(benzoylamino-naphthalen1-yl-methyl)-tetrahydro-pyran-2-ylmethyl ester 
• 1332628-52-0 (2R,3S,4R,5S)-acetic acid 3,4-bis-allyloxy-5-(benzoylaminonaphthalen-1-yl-methyl)-6-(2-hydroxy-propoxy)-tetrahydro-pyran-2-ylmethyl ester 
• 1414875-32-3 methyl 3,4,6-tri-O-methyl-2-deoxy-2-phenylselenyl-β-D-glucopyranoside 
• 1414875-33-4 methyl 3,4,6-tri-O-methyl-2-deoxy-2-phenylselenyl-α-D-mannopyranoside 
• 1414875-34-5 2-propyl 3,4,6-tri-O-methyl-2-deoxy-2-phenylselenyl-β-D-glucopyranoside 
• 1414875-35-6 2-propyl 3,4,6-tri-O-methyl-2-deoxy-2-phenylselenyl-α-D-mannopyranoside 
• 917369-00-7 1-(3-chloro-4,5-dimethoxy-6-methoxymethyl-5,6-dihydro-4H-pyran-2-yl)-cyclohexanol 
• 2348-00-7 methyl 3,4,6-tri-O-methyl-β-D-glucopyranoside 

Relevant articles and documents

Ir(I)-Catalyzed C?H Glycosylation for Synthesis of 2-Indolyl-C-Deoxyglycosides

The construction of 2-deoxy-C-glycosides has gradually become a hotspot of carbohydrate chemistry in recent years. In this work, we present an efficient, regioselective, stereoselective and widely applicable strategy for the synthesis of 2-indolyl-C-deoxyglycosides via Ir(I)-catalyzed, pyridine-group-directed C?H functionalization. This method exhibits high tolerance for the functional groups of indoles and the protecting groups of carbohydrates. Moreover, this protocol has good stereoselectivity and mainly produces β-configuration products. Gram-scale synthesis and several practical transformations were conducted for further applications. Meantime, we also explored the mechanism of this method and proposed a catalytic cycle. (Figure presented.).

Iron-Catalyzed Radical Cleavage/C?C Bond Formation of Acetal-Derived Alkylsilyl Peroxides

A novel radical-based approach for the iron-catalyzed selective cleavage of acetal-derived alkylsilyl peroxides, followed by the formation of a carbon–carbon bond is reported. The reaction proceeds under mild reaction conditions and exhibits a broad substrate scope with respect to the acetal moiety and the carbon electrophile. Mechanistic studies suggest that the present reaction proceeds through a free-radical process involving carbon radicals generated by the homolytic cleavage of a carbon–carbon bond within the acetal moiety. A synthetic application of this method to sugar-derived alkylsilyl peroxides is also described.

Carbonylative Negishi-Type Coupling of 2-Iodoglycals with Alkyl and Aryl Halides

C-Glycosides are valuable organic compounds in the field of medicinal chemistry due to their ubiquity inside living systems and pronounced biological activity. Herein, we describe an approach to alkyl-ketones bearing glycal units via the Pd-catalyzed carb