6198-79-4

Upstream product

• 725232-72-4 methyl 3,4-O-carbonyl-2-O-trifluoromethanesulfonyl-β-D-arabinopyranoside 
• 863998-31-6 methyl 2,3-anhydro-4-O-methanesulfonyl-α-D-ribopyranoside 
• 725232-70-2 methyl 3,4-O-carbonyl-β-D-arabinopyranoside 
• 5328-63-2 methyl-β-D-arabinopyranoside 
• 3150-13-8 (1R,2R,5R,6R)-2-Methoxy-3,7-dioxa-bicyclo[4.1.0]heptan-5-ol 
• 725232-75-7 methyl 2,3-anhydro-4-O-methanesulfonyl-β-D-ribopyranoside 

Relevant academic research and scientific papers

Regiochemistry of epoxide ring opening in methyl 2,3-anhydro-4-azido-4- deoxy-α- and β-L-lyxopyranosides

Methyl 2,3-anhydro-4-O-methanesulfonyl-α-D-ribopyranoside (12) was prepared through a new six-step sequence starting from D-arabinose. Chemical behaviour of 12 was further studied under solvolytic conditions and in the presence of azide anion as a nucleophile. Factors governing the regiochemistry of epoxide ring opening are briefly discussed.

A total synthesis of (+)-oxybiotin from D-arabinose

A novel ten-step synthesis of (+)-oxybiotin, a biologically active analogue of (+)-biotin, has been achieved starting from D-arabinose.