87318-93-2

Upstream product

• 100-39-0 benzyl bromide 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 13145-22-7 methyl 2-deoxy-α-D-glucopyranoside 

Downstream Products

• 87319-09-3 (4S,6R)-4-Benzyloxy-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-((Z)-(3S,4R,5S)-4-hydroxy-3,5-dimethyl-hept-1-enyl)-tetrahydro-pyran-2-ol 
• 87319-08-2 (4S,6R)-4-Benzyloxy-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2-((3S,4R,5S)-4-hydroxy-3,5-dimethyl-hept-1-ynyl)-tetrahydro-pyran-2-ol 
• 87319-10-6 {2-[(2R,4S,6S,8R,9S)-4-Benzyloxy-8-((S)-sec-butyl)-9-methyl-1,7-dioxa-spiro[5.5]undec-10-en-2-yl]-ethoxy}-tert-butyl-diphenyl-silane 
• 87318-95-4 (4S,6R)-4-Benzyloxy-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-tetrahydro-pyran-2-one 
• 87319-11-7 2-[(2R,4S,6S,8R,9S)-4-Benzyloxy-8-((S)-sec-butyl)-9-methyl-1,7-dioxa-spiro[5.5]undec-10-en-2-yl]-ethanol 
• 87318-94-3 2-((2R,4S,6S)-4-Benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-ethanol 
• 87391-88-6 [(2S,4S,6S)-4-(benzyloxy)-6-methoxytetrahydro-pyran-2-yl]-methanol 

Relevant academic research and scientific papers

Stereocontrolled Synthesis of the Spiro Ketal Unit of Avermectin B1a Aglycon

A stereocontrolled total synthesis of the 1,7-dioxaspiroundecene subunit of the avermectin B1a aglycon is presented based on the "chiron" approach which utilizes optically active starting materials.