594841-23-3

Basic information

• Product Name: Methyl-6-O-(tert.-butyldimethylsilyl)-2,3,4-tri-O-acetyl-α-D-galactopyranoside
• Synonyms: Methyl-6-O-(tert.-butyldimethylsilyl)-2,3,4-tri-O-acetyl-α-D-galactopyranoside;Methyl 2,3,4-tri-O-acetyl-6-O-tert-butyldimethylsilyl-a-D-galactopyranoside;Methyl 6-O-[(1,1-dimethylethyl)dimethylsilyl]-alpha-D-galactopyranoside triacetate
• CAS NO: 594841-23-3
• Molecular Formula: C19H34O9Si
• Molecular Weight: 434.555
• Product Categories: Carbohydrates
• Mol File: 594841-23-3.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Methyl-6-O-(tert.-butyldimethylsilyl)-2,3,4-tri-O-acetyl-α-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl-6-O-(tert.-butyldimethylsilyl)-2,3,4-tri-O-acetyl-α-D-galactopyranoside(594841-23-3)
• EPA Substance Registry System: Methyl-6-O-(tert.-butyldimethylsilyl)-2,3,4-tri-O-acetyl-α-D-galactopyranoside(594841-23-3)

Safety Data

• Hazardous Substances Data: 594841-23-3(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 74247-81-7 6-O-tert-butyldimethylsilanyl-1-O-methyl-α-D-mannopyranoside 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 3396-99-4 methyl α-D-galactopyranoside 
• 181480-80-8 6-O-tert-butyldimethylsilanyl-1-O-methyl-α-D-galactopyranoside 
• 74247-82-8 Methyl 6-O-<(1,1-dimethylethyl)dimethylsilyl>-β-D-galactopyranoside 
• 63734-12-3 methyl 6-O-(tert-butyldimethylsilyl)-α-D-glucopyranoside 
• 141-78-6 ethyl acetate 
• 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 
• 1824-94-8 methyl beta-D-galactopyranoside 

Downstream Products

• 71512-68-0 methyl 1,2,4-tri-O-acetyl-6-O-benzyl-α-D-glucopyranoside 
• 81348-21-2 methyl 2,3,4-tri-O-acetyl-6-O-benzyl-α-D-galactopyranoside 
• 7432-72-6 Methyl 2,3,4-tri-O-acetyl-α-D-galactopyranoside 
• 7432-72-6 methyl 2,3,4-tri-O-acetyl-α-D-mannopyranoside 

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.

Amide/Iminium Zwitterionic Catalysts for (Trans)esterification: Application in Biodiesel Synthesis

A class of zwitterionic organocatalysts based on an amide anion/iminium cation charge pair has been developed. The zwitterions are easily prepared by reacting aziridines with aminopyridines. They are catalytically applicable to transesterifications and dehydrative esterifications. Mechanistic studies reveal that the amide anion and iminium cation work synergistically in activating the reaction partners, with the iminium cationic moiety interacting with the carbonyl substrates through nonclassical hydrogen bonding. The reaction can be applied to large-scale synthesis of biodiesel under mild conditions.

Crystal structure analysis of 2,3,4-Tri-O-acetyl-α-methyl-D-glucopyranoside

2,3,4-Tri-O-acetyl-α-methyl-D-glucopyranoside (F.W. 319.28) was synthesized, characterized by 1H NMR, confirmed by X-ray crystal structure analysis. This compound crystallizes in monoclinic class under the space group orthorhombic P2(1)2(1)2(1) with cell parameters a = 9.0312(18) A?, b = 11.731(2) A?, c = 15.139(3) A?; Z = 4. The structure exhibits inter-molecular hydrogen bonds of the type O-H - O, C-H - O.