34698-19-6

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 3396-99-4 methyl α-D-galactopyranoside 
• 4064-06-6 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 
• 7647-01-0 hydrogenchloride 
• 67-56-1 methanol 
• 4478-43-7 (1,2:3,4-di-O-isopropylidene-6-O-(p-toluensulfonate))-D-galactopiranose 
• 6619-07-4 O⁶-(toluene-4-sulfonyl)-β-D-galactopyranose 

Downstream Products

• 651302-41-9 methyl 3,4-dideoxy-6-O-tosyl-α-D-erythro-hex-3-enopyranoside 
• 504-91-6 (5R)-5-hydroxy-L-lysine 
• 18899-29-1 (2S,5S)-5-hydroxylysine 
• 83334-22-9 Methyl 6-amino-6-deoxy-α-D-galactopyranoside 
• 13059-08-0 methyl-(di-O-acetyl-3,6-anhydro-α-D-galactopyranoside) 
• 75869-74-8 3,6-anhydro-D-lyxo-hexosulose 1,2-bis(phenylhydrazone) 
• 14122-18-0 3,6-anhydro-D-galactose 
• 503552-04-3 Acetic acid (2R,3R,4S,5R,6S)-4,5-diacetoxy-6-acetylsulfanylmethyl-2-(bis-benzyloxy-phosphoryloxy)-tetrahydro-pyran-3-yl ester 
• 4478-43-7 (1,2:3,4-di-O-isopropylidene-6-O-(p-toluensulfonate))-D-galactopiranose 
• 34698-20-9 methyl 3,4-O-isopropylidene-6-O-(p-toluenesulfonyl)-α-D-galactopyranoside 
• 52109-81-6 methyl 2,3,4-tri-O-acetyl-6-O-(p-tolylsulfonyl)-α-D-galactopyranoside 

Relevant academic research and scientific papers

Chiral Benzazaborole-Catalyzed Regioselective Sulfonylation of Unprotected Carbohydrate Derivatives

Chiral benzazaborole-catalyzed regioselective sulfonylations of unprotected carbohydrate derivatives have been developed. This methodology enables direct regioselective functionalization of the secondary OH group in carbohydrate in the presence of the primary OH group. By using the chiral organoboron catalysis, kinetic resolution of the carbohydrate derivatives was also achieved.

Facile synthesis of 5-hydroxy-l-lysine from d-galactose as a chiral-precursor

A concise synthesis of (2S,5R) and (2S,5S)-5-hydroxy-lysine was achieved by utilizing d-galactose as a chiral-precursor with stereo retention. This synthetic strategy showcased the potential of utilizing carbohydrates as starting materials to prepare amino acids. Using the diazido intermediate, the derived β-d-galactopyranosyl and α-d-glucopyranosyl-(1→2)- β-d-galactosyl moieties were synthesized. This journal is the Partner Organisations 2014.

Quantifying the electronic effects of carbohydrate hydroxy groups by using aminosugar models

Methyl amino-deoxy-glycosides with α- and β-gluco, α-galacto, or α-manno stereochemistry with the amino functionality in each of the four possible non-anomeric positions have been synthesized and their pKa values determined by titration. These

Thiosugar nucleotide analogs: Synthesis of 5′-(2,3,4-tri-O-acetyl-6-S-acetyl-6-thio-α-D-galactopyranosyl diphosphate)

The synthesis of a novel analog of uridine diphosphate galactose (UDP-Gal) is described. A sulfur atom was inserted into the 6-position of galactose to give uridine 5′-(2,3,4-tri-O-acetyl-6-S-acetyl-6-thio-α-D-galactopyranosyl diphosphate). This peracetylated thiol analogue of UDP-Gal has been synthesized in nine steps starting from methyl α-D-galactopyranoside in an overall yield of 3%.