18031-49-7

Basic information

• Product Name: alpha-d-Glucopyranoside, methyl 6-O-(triphenylmethyl)-, triacetate
• Synonyms: alpha-d-Glucopyranoside, methyl 6-O-(triphenylmethyl)-, triacetate;Methyl-6-O-trityl-2,3,4-tri-O-acetyl-α-D-glucopyranoside;Methyl 2,3,4-tri-O-acetyl-6-O-trityl-a-D-glucopyranoside;Methyl 2,3,4-tri-O-acetyl-6-O-trityl-α-D-glucopyranoside
• CAS NO: 18031-49-7
• Molecular Formula: C₃₂H₃₄O₉
• Molecular Weight: 562.61
• Product Categories: Carbohydrates
• Mol File: 18031-49-7.mol
• Article Data: 13

Chemical Properties

• Melting Point: 135-140°C
• Boiling Point: 612.2°Cat760mmHg
• Flash Point: 255°C
• Appearance: /
• Density: 1.25g/cm³
• Vapor Pressure: 6.31E-15mmHg at 25°C
• Refractive Index: 1.582
• Storage Temp.: ?20°C
• CAS DataBase Reference: alpha-d-Glucopyranoside, methyl 6-O-(triphenylmethyl)-, triacetate(CAS DataBase Reference)
• NIST Chemistry Reference: alpha-d-Glucopyranoside, methyl 6-O-(triphenylmethyl)-, triacetate(18031-49-7)
• EPA Substance Registry System: alpha-d-Glucopyranoside, methyl 6-O-(triphenylmethyl)-, triacetate(18031-49-7)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 18031-49-7(Hazardous Substances Data)

Usage

Type

Organic compound

Derivative

Sugar glucose

Substituents

Methyl group attached to the 6th carbon
Three acetyl groups attached to hydroxyl groups
Triphenylmethyl group serving as a protecting group

Purpose of Triphenylmethyl Group

Preventing unwanted reactions at the hydroxyl group

Applications

Used in organic synthesis
Particularly useful in synthesizing complex carbohydrates and bioactive molecules

Importance

Crucial for pharmaceutical production
Vital in the synthesis of natural products and other organic compounds

InChI:InChI=1/C32H34O9/c1-21(33)38-28-27(41-31(36-4)30(40-23(3)35)29(28)39-22(2)34)20-37-32(24-14-8-5-9-15-24,25-16-10-6-11-17-25)26-18-12-7-13-19-26/h5-19,27-31H,20H2,1-4H3

Upstream product

• 76-83-5 trityl chloride 
• 29411-57-2 methyl-α-D-altropyranoside 
• 108-24-7 acetic anhydride 
• 18311-26-7 methyl 6-O-trityl-α-D-glucopyranoside 
• 604-70-6 Acetic acid (2R,3R,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-methoxy-tetrahydro-pyran-4-yl ester 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 617-04-9 (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol 
• 3458-28-4 D-Mannose 
• 20231-36-1 methyl 6-O-trityl-α-D-mannopyranoside 
• 596-43-0 bromo-triphenyl-methane 

Downstream Products

• 1372204-42-6 methyl 6-deoxy-6-(4-(5-trifluoromethyl-2(1H)-pyridone-1-yl)-anilino)-α-D-mannopyranoside 
• 1372204-43-7 methyl 6-deoxy-6-(3-chloro-4-(5-trifluoromethyl-2(1H)-pyridone-1-yl)-anilino)-α-D-mannopyranoside 
• 1372204-44-8 methyl 6-deoxy-6-(3-(5-trifluoromethyl-2(1H)-pyridone-1-yl-methyl)-anilino)-α-D-mannopyranoside 
• 1372204-41-5 methyl 6-deoxy-6-(2-(5-trifluoromethyl-2(1H)-pyridone-1-yl-methyl)-anilino)-α-D-glucopyranoside 
• 1372204-33-5 methyl 6-deoxy-6-(4-(5-trifluoromethyl-2(1H)-pyridone-1-yl)-anilino)-α-D-glucopyranoside 
• 1372204-35-7 methyl 6-deoxy-6-(3-chloro-4-(5-trifluoromethyl-2(1H)-pyridone-1-yl)-anilino)-α-D-glucopyranoside 
• 1372204-37-9 methyl 6-deoxy-6-(3-(5-trifluoromethyl-2(1H)-pyridone-1-yl-methyl)-anilino)-α-D-glucopyranoside 
• 1372204-40-4 methyl 6-deoxy-6-(4-(5-trifluoromethyl-2(1H)-pyridone-1-yl-methyl)-anilino)-α-D-glucopyranoside 

Relevant articles and documents

MACROCYCLIC MCL-1 INHIBITORS AND METHODS OF USE

The present disclosure provides for compounds of Formula (I) wherein A2, A3, A4, A6, A7, A8, A15, RA, R5, R9, R10A, R10B, R11, R12, R13, R14, R16, W, X, and Y have any of the values defined in the specification, and pharmaceutically acceptable salts thereof, that are useful as agents in the treatment of diseases and conditions, including cancer. Also provided are pharmaceutical compositions comprising compounds of Formula (I).

Acyl transfer reactions of carbohydrates, alcohols, phenols, thiols and thiophenols under green reaction conditions

Acyl transfer reactions of various carbohydrates, alcohols, phenols, thiols and thiophenols were achieved at room temperature in high yields and catalytic efficiency in the presence of methane sulfonic acid, a green organic acid, under solvent-free conditions over short time periods. The method is mild enough to allow acid labile substituents such as isopropylidene acetals and trityl ethers on the reacting substrates to be left completely unaffected. Esterification of free mono- and dicarboxylic acids such as acetic acid, cinnamic acid, sialic acid and tartaric acid with alcohols such as menthol, ethanol, methanol or propylene glycol has also been achieved efficiently at room temperature. A comparative study of the method with the silica-sulfuric acid is also reported.