175544-60-2

Upstream product

• 124685-11-6 (3S,4S,6R)-4,6-Dimethoxy-tetrahydro-pyran-3-ylamine 
• 501-53-1 benzyl chloroformate 
• 176966-36-2 (1R,4R,6R)-4-methoxy-3-oxa-7-azabicyclo[4.1.0]heptane 
• 197715-52-9 (3aR,6R,7aS)-6-Methoxy-tetrahydro-[1,3,2]dioxathiolo[4,5-c]pyran 2,2-dioxide 
• 147860-15-9 Methyl 3-O-benzyl-4-O-p-toluenesulfonyl-2-deoxy-β-D-erythro-pentopyranoside 
• 147860-14-8 Methyl 3-O-methyl-4-O-p-toluenesulfonyl-2-deoxy-β-D-erythro-pentopyranoside 
• 147860-16-0 Methyl 4-O-p-toluenesulfonyl-2-deoxy-β-D-erythro-pentopyranoside 
• 147860-13-7 Methyl 4-O-benzyl-3-O-methyl-2-deoxy-β-D-erythro-pentopyranoside 
• 147860-12-6 methyl 4-O-benzyl-2-deoxy-β-D-erythro-pentopyranoside 
• 147860-00-2 methyl 3-O-benzyl-2-deoxy-β-D-erythro-pentopyranoside 
• 147860-17-1 methyl 4-azido-2,4-dideoxy-3-O-methyl-α-L-threo-pentopyranoside 
• 147923-02-2 Methyl 3-O-methyl-2-deoxy-β-D-erythro-pentopyranoside 
• 17676-20-9 methyl 2-deoxy-β-D-erythro-pentopyranoside 
• 67-56-1 methanol 

Relevant academic research and scientific papers

Improved stereoselective synthesis of both methyl α- and β-glycosides corresponding to the amino sugar component of the E Ring of calicheamicin γ1(I) and esperamicin A1

The monosaccharide component (α and β-anomer) of the E Ring of calicheamicin γ1(I) and esperamicin A1 has been synthetized by an efficient and improved stereoselective procedure starting from methyl 2-deoxy-α- and β-D-ribopyranoside. The synthetic procedure makes use, in each case, of a cyclic sulphate and of the regioselective ring opening of an intermediate activated aziridine.

A SYNTHESIS OF THE 4-ALKYLAMINO-2,4-DIDEOXY-L-threo-PENTOPYRANOSE COMPONENTS OF THE CALICHEAMICINS AND ESPERAMICINS

A general synthetic approach to enantiomerically pure 4-substituted 2,4-dideoxy-pentopyranosides has been developed which provides access to the 4-alkylamino-2,4-dideoxy-L-threo-pentopyranose components of the calicheamicins and esperamicins.