7468-47-5

Basic information

• Product Name: methyl 2,3,4-tri-O-acetylhexopyranoside
• Synonyms: 3,5-bis(acetyloxy)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-4-yl acetate
• CAS NO: 7468-47-5
• Molecular Formula: C₁₃H₂₀O₉
• Molecular Weight: 320.2925
• Mol File: 7468-47-5.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 389.6°C at 760 mmHg
• Flash Point: 136.5°C
• Density: 1.29g/cm³
• Vapor Pressure: 1.11E-07mmHg at 25°C
• Refractive Index: 1.484
• CAS DataBase Reference: methyl 2,3,4-tri-O-acetylhexopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2,3,4-tri-O-acetylhexopyranoside(7468-47-5)
• EPA Substance Registry System: methyl 2,3,4-tri-O-acetylhexopyranoside(7468-47-5)

Safety Data

• Hazardous Substances Data: 7468-47-5(Hazardous Substances Data)

Upstream product

• 7511-40-2 (2S,3S,4S,5R,6R)-2-methoxy-6-((trityloxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 155049-45-9 methyl-2,3,4-tri-O-acetyl-6-deoxy-α-D-luxo-hex-5-enopyranoside 
• 617-04-9 (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol 
• 38982-56-8 methyl 2,3,4-tri-O-acetyl-6-O-trityl-α-D-galactopyranoside 
• 51023-63-3 methyl-α,β-D-mannopyranoside 
• 67-56-1 methanol 
• 108-24-7 acetic anhydride 
• 67298-15-1 dapiramicin A 
• 5019-22-7 methyl 2,3,4,6-tetra-O-acetyl-α-D-galactopyranoside 
• 18311-26-7 methyl 6-O-triphenylmethyl-α-D-galactopyranoside 
• 1304043-38-6 methyl 2,3,4-tri-O-acetyl-6-monomethoxytrityl-α-D-mannopyranoside 
• 20231-36-1 methyl 6-O-trityl-α-D-mannopyranoside 
• 604-70-6 methyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside 
• 181480-80-8 6-O-tert-butyldimethylsilanyl-1-O-methyl-α-D-galactopyranoside 

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 
• 1372204-46-0 methyl 6-deoxy-6-(4-(5-trifluoromethyl-2(1H)-pyridone-1-yl-methyl)-anilino)-α-D-mannopyranoside 
• 1372204-48-2 methyl 6-deoxy-6-(2-(5-trifluoromethyl-2(1H)-pyridone-1-yl-methyl)-anilino)-α-D-mannopyranoside 
• 81348-21-2 methyl 2,3,4-tri-O-acetyl-6-O-benzyl-α-D-galactopyranoside 

Relevant articles and documents

Discriminating non-ylidic carbon-sulfur bond cleavages of sulfonium ylides for alkylation and arylation reactions

A sulfonium ylide participated alkylation and arylation under transition-metal free conditions is described. The disparate reaction pattern allowed the separate activation of non-ylidic S-alkyl and S-aryl bond. Under acidic conditions, sulfonium ylides serve as alkyl cation precursors which facilitate the alkylations. While under alkaline conditions, cleavage of non-ylidic S-aryl bond produces O-arylated compounds efficiently. The robustness of the protocols were established by the excellent compatibility of wide variety of substrates including carbohydrates.

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).

Regio- A nd chemoselective deprotection of primary acetates by zirconium hydrides

A combination of DIBAL-H and Cp2ZrCl2 is shown to promote the regioselective cleavage of primary acetates on a broad scope of substrates, ranging from carbohydrates to terpene derivatives, with a high tolerance toward protecting groups and numerous functionalities found in natural products and bioactive compounds. Apart from providing highly valuable building blocks in only two steps from biosourced raw materials, this selective de-O-acetylation should also be strongly helpful to solve selectivity issues in organic synthesis.