95475-50-6

Upstream product

• 2466-76-4 N-Acetylimidazole 
• 53657-42-4 L-rhamnal 
• 108-24-7 acetic anhydride 
• 75-36-5 acetyl chloride 

Downstream Products

• 119616-49-8 Acetic acid (2S,3S,4R,5R,6S)-5-iodo-4-methoxy-6-((2S,3S,4S,6S)-4-methoxy-2-methyl-6-phenylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-yl ester 
• 119615-88-2 Acetic acid (2S,3S,4R,5R,6S)-5-iodo-4-methoxy-6-((2S,3S,4S,6R)-4-methoxy-2-methyl-6-phenylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-yl ester 
• 34819-86-8 3,4-di-O-acetyl-6-deoxy-L-glucal 
• 112042-03-2 Acetic acid (2S,3S,4R,5R,6S)-5-iodo-4-methoxy-6-((2S,3S,4S)-4-methoxy-2-methyl-6-phenylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-yl ester 
• 65195-51-9 avermectin A_1a 

Relevant academic research and scientific papers

Selective acylation of 6-deoxyglycals.

L-Rhamnal was acylated under a variety of conditions with various acylating reagents. Substitution of the hydroxyl group in the allylic position was favored when acetyl chloride, N-acetylimidazole, benzoyl chloride, and N-benzoylimidazole were used (40-60% net yields), whereas the homoallylic group of L-rhamnal was selectively protected when acetic anhydride-pyridine was employed for the acylation. The monoacetates of L-fucal underwent O-3----O-4 migration of the acetyl group, and selective acylation of this glycal could not be achieved.