330150-99-7

Upstream product

• 333-27-7 methyl trifluoromethanesulfonate 
• 330150-90-8 (2S,4R,5R)-1-O-(tert-butyldiphenylsilyl)-5-methyl-2-O-methyl-6-hepten-1,2,4-triol 
• 330150-89-5 (S)-4-((tert-butyldiphenylsilyl)oxy)-3-methoxybutanal 
• 330150-97-5 (S)-methyl 4-((tert-butyldiphenylsilyl)oxy)-3-methoxybutanoate 
• 330150-98-6 4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-butan-1-ol 
• 124655-05-6 (S)-methyl 4-(tert-butyldiphenylsilyloxy)-3-hydroxybutanoate 

Downstream Products

• 330151-00-3 (2R,3R,5S)-6-(tert-Butyl-diphenyl-silanyloxy)-3,5-dimethoxy-2-methyl-hexan-1-ol 

Relevant academic research and scientific papers

Stereochemistry of sphinxolides and reidispongiolides. Asymmetric synthesis of the C17-C22 fragment of reidispongiolide A

Five fragments, 2a-4b, embedding all the stereogenic centers of reidispongiolide A (1), have been prepared by a controlled ozonolysis of the natural compound. The absolute stereochemistry of the asymmetric centers of fragment 3, corresponding to the C17-C22 portion of reidispongiolide A, was determined by enantioselective synthesis and application of the advanced Mosher method.

Stereochemical studies on sphinxolide: Advances in the J-based NMR determination of the relative configuration of flexible systems

An improved version of the J-based NMR configurational analysis of flexible organic molecules, that relies on extensive use of HSQC-TOCSY spectra, was applied to the stereochemical study of sphinxolide, a potent anti-tumor marine macrolide acting on cell microfilaments that has lately proven to circumvent multi-drug-resistance (MDR) in cancer cells. NMR data allowed stereochemical assignment of all molecular segments except the C18-C19 unit, whose configuration had to be addressed by a chemical/degradative approach.