189108-65-4

Basic information

• Product Name: Acetic acid (2R,3R,4R,5R,6R)-2-acetoxymethyl-5-azido-6-(6-benzyloxycarbonylamino-hexyloxy)-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester
• CAS NO: 189108-65-4
• Molecular Weight: 852.847
• Mol File: 189108-65-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Acetic acid (2R,3R,4R,5R,6R)-2-acetoxymethyl-5-azido-6-(6-benzyloxycarbonylamino-hexyloxy)-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid (2R,3R,4R,5R,6R)-2-acetoxymethyl-5-azido-6-(6-benzyloxycarbonylamino-hexyloxy)-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester(189108-65-4)
• EPA Substance Registry System: Acetic acid (2R,3R,4R,5R,6R)-2-acetoxymethyl-5-azido-6-(6-benzyloxycarbonylamino-hexyloxy)-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester(189108-65-4)

Safety Data

• Hazardous Substances Data: 189108-65-4(Hazardous Substances Data)

Upstream product

• 17996-12-2 N-benzyloxycarbonyl-6-amino-1-hexanol 
• 85640-94-4 4,6-di-O-acetyl-2-azido-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranosyl bromide 
• 166108-25-4 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1[*]3)-4,6-di-O-acetyl-2-azido-2-deoxy-β-D-galactopyranosyl chloride 
• 189108-63-2 4,6-di-O-acetyl-2-azido-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranosyl iodide 

Downstream Products

• 189108-66-5 Acetic acid (2R,3R,4R,5R,6R)-2-acetoxymethyl-5-acetylamino-6-(6-benzyloxycarbonylamino-hexyloxy)-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester 

Relevant articles and documents

Synthesis of or- and β-biotinylated T-antigen

The T-antigen [β-D-Gal-(1→3)-D-GalNAc] has been linked to biotin through a C6 spacer arm for the detection of a specific 'T-antigen-lectin' complex at the surface and/or on the migration pathway of melanoma cells. When 4,6-di-O-acetyl-2-azido-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D -galactopyranosyl)-α- or β-D-galactopyranosyl halides were treated with N-benzyloxycarbonyl or N-fluorenylmethoxycarbonyl protected aminohexanols (used as the spacer arm), unusual stereoselectivities were observed for the synthesis of the α and β anomers. The synthesis of the α anomer could only be achieved, in reasonable yields, with the Schiff base of aminohexanol.