74052-05-4

Basic information

• Product Name: methyl 2,3,6-tri-O-p-tolylsulfonyl-α-D-galactopyranoside
• Synonyms: methyl 2,3,6-tri-O-p-tolylsulfonyl-α-D-galactopyranoside
• CAS NO: 74052-05-4
• Molecular Weight: 656.753
• Mol File: 74052-05-4.mol

Chemical Properties

• CAS DataBase Reference: methyl 2,3,6-tri-O-p-tolylsulfonyl-α-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2,3,6-tri-O-p-tolylsulfonyl-α-D-galactopyranoside(74052-05-4)
• EPA Substance Registry System: methyl 2,3,6-tri-O-p-tolylsulfonyl-α-D-galactopyranoside(74052-05-4)

Safety Data

• Hazardous Substances Data: 74052-05-4(Hazardous Substances Data)

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 3396-99-4 methyl α-D-galactopyranoside 

Downstream Products

• 99310-37-9 methyl 3,6-dideoxy-2-O-p-tolylsulfonyl-α-D-xylo-hexopyranoside 
• 99310-40-4 methyl 3,6-dideoxy-2-O-p-tolylsulfonyl-α-D-ribo-hexopyranoside 
• 99310-39-1 methyl 3,6-dideoxy-2-O-p-tolylsulfonyl-α-D-erythro-hexopyranosid-4-ulose 
• 99310-38-0 methyl 5-deoxy-3-C-(hydroxymethyl)-2-O-p-tolylsulfonyl-α-D-xylofuranoside 
• 31899-66-8 methyl 3,6-dideoxy-α-D-ribo-hexapyranoside 
• 99310-36-8 methyl 6-deoxy-2,3-di-O-p-tolylsulfonyl-α-D-galactopyranoside 

Relevant articles and documents

Reactions of p-Toluenesulfonates with Lithium Triethylborohydride. Visible and Hidden Rearrangements

The reaction of methyl 6-deoxy-2,3-di-O-p-tolylsulfonyl-α-D-galactopyranoside (4) with lithium triethylborohydride (LTBH) gives three primary products, all of which result from rearrangement.One of these, methyl 5-deoxy-3-C-(hydroxymethyl)-2-O-p-tolylsulfonyl-α-D-xylofuranoside (7), arises from ring contraction while the other two, methyl 3,6-dideoxy-2-O-p-tolylsulfonyl-α-D-xylo- (5) and -ribo-hexopyranosides (9), result from hydride migration and reduction of the resulting ketone, methyl 3,6-dideoxy-2-O-p-tolylsulfonyl-α-D-erythro-hexopyranosid-4-ulose (8).Photolysis of compounds 4, 5, and 9 removes the tosyl groups.