726173-70-2

Upstream product

• 726173-69-9 (2S,5R)-6-azido-2-benzyloxycarbonylamino-5-[(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->2)-(3,4,6-tri-O-benzyl-β-D-galactopyranosyloxy)]hexanoate tert-butyl ester 
• 726173-65-5 tert-butyl (2S,5R)-6-azido-2-benzyloxycarbonylamino-5-hydroxyhexanoate 
• 726173-68-8 tert-butyl (2S,5R)-6-azido-2-benzyloxycarbonylamino-5-(3,4,6-tri-O-benzyl-β-D-galactopyranosyloxy)hexanoate 
• 726173-67-7 (2S,5R)-6-azido-2-benzyloxycarbonylamino-5-(3,4,6-tri-O-benzyl-2-O-chloroacetyl-β-D-galactopyranosyloxy)hexanoate tert-butyl ester 
• 20672-66-6 3,4,5-tri-O-benzyl-D-galactopyranose 
• 309928-96-9 (2S,5R)-6-azido-2-benzyloxycarbonylamino-5-hydroxyhexanoic acid 
• 726173-71-3 3,4,6-tri-O-benzyl-1,2-O-dichloroacetyl-D-galactopyranose 
• 726173-66-6 Chloro-acetic acid (2R,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl ester 

Relevant academic research and scientific papers

The first synthesis of glucosylgalactosyl hydroxylysine (Glu-Gal-Hyl) an important biological indicator of collagen turnover

This paper reports the first chemical synthesis of α-D- glucopyranosyl-(1→2)-β-D-galactopyranosyl-O-hydroxylysine, a glycoside of hydroxylysine important as indicator of skin and bone collagen turnover, starting with commercial compounds.

Hydroxylysine containing glycoconjugates: An efficient synthesis of natural galactosylhydroxylysine (Gal-Hyl) and glucosylgalactosylhydroxylysine (Glu-Gal-Hyl) and of their (5S)-epimers

The paper reports the first chemical synthesis of α-d-glucopyranosyl- (1→2)-β-d-galactopyranosyl-5-O-hydroxylysine, a biological marker of bone resorption and of its unnatural (5S)-epimer, starting from commercial sugars and amino acids. Moreover, the synthetic protocol set-up has resulted in a new procedure for the synthesis of the β-d-galactopyranosyl-5-O- hydroxylysine and its unnatural (5S)-epimer.