1370547-47-9

Upstream product

• 1370547-45-7 (1S,2R,3R,4aR,6aS,7R,8R,10aR,10bR,12aR)-benzyl 2-((S)-2,3-dimethyl-2-(methylamino)butoxy)-3-methoxy-1,6a,8,10a-tetramethyl-8-((R)-3-methylbutan-2-yl)-2,3,4,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-1H-1,4a-(methanooxymethano)chrysene-7-carboxylate 
• 1370547-43-5 (S)-4-isopropyl-3,4-dimethyl-1,2,3-oxathiazolidine 2,2-dioxide 
• 1370547-42-4 (S)-2,3-dimethyl-2-(methylamino)butan-1-ol 
• 956102-56-0 benzyl (1S,4aR,6aS,7R,8R,10aR,10bR,12aR,14R,15R)-8-[(1R)-1,2-dimethylpropyl]-15-hydroxy-14-methoxy-1,6,6a,7,8,9,10,10a,10b,11,12,12a-dodecahydro-1,6a,8,10a-tetramethyl-4H-1,4a-propano-2H-phenanthro[1,2-c]pyran-7-carboxylate 
• 1140751-11-6 (1S,2R,3R,4aR,6aS,7R,8R,10aR,10bR,12aR)-2-hydroxy-3-methoxy-1,6a,8,10a-tetramethyl-8-((R)-3-methylbutan-2-yl)-2,3,4,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradeca-hydro-1H-1,4a-(methanooxymethano)chrysene-7-carboxylic acid 
• 388094-93-7 C₃₈H₆₀O₁₁ 
• 1370547-46-8 (1S,2R,3R,4aR,6aS,7R,8R,10aR,10bR,12aR)-benzyl 3-acetoxy-2-((S)-2,3-dimethyl-2-(methylamino)butoxy)-1,6a,8,10a-tetramethyl-8-((R)-3-methylbutan-2-yl)-2,3,4,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-1H-1,4a-(methanooxymethano)chrysene-7-carboxylate 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 1370547-48-0 (1S,2R,3R,4aR,6aS,7R,8R,10aR,10bR,12aR)-benzyl 3-acetoxy-2-((S)-2-(((benzyloxy)carbonyl)(methyl)amino)-2,3-dimethylbutoxy)-1,6a,8,10a-tetramethyl-8-((R)-3-methylbutan-2-yl)-6-oxo-2,3,4,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-1H-1,4a-(methanooxymethano)chrysene-7-carboxylate 

Relevant academic research and scientific papers

Synthesis of antifungal glucan synthase inhibitors from enfumafungin

An efficient, new, and scalable semisynthesis of glucan synthase inhibitors 1 and 2 from the fermentation product enfumafungin 3 is described. The highlights of the synthesis include a high-yielding ether bond-forming reaction between a bulky sulfamidate 17 and alcohol 4 and a remarkably chemoselective, improved palladium(II)-mediated Corey-Yu allylic oxidation at the highly congested C-12 position of the enfumafungin core. Multi-hundred gram quantities of the target drug candidates 1 and 2 were prepared, in 12 linear steps with 25% isolated yield and 13 linear steps with 22% isolated yield, respectively.