193545-88-9

Upstream product

• 1009093-16-6 C₁₈H₂₈N₂O₃ 
• 1009093-14-4 ((1R,2R)-2-hydroxy-1-hydroxymethyl-2-phenylethyl)carbamic acid tert-butyl ester 
• 218766-13-3 (4R,5R)-(+)-4-(4'-p-toluenesulfonyloxymethyl)-5-phenyloxazolidin-2-one 
• 218766-10-0 (1R,2R)-2-(Benzhydrylidene-amino)-3-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-propan-1-ol 
• 218766-12-2 (4R,5R)-4-[(tert-butyldimethylsilyloxy)methyl]-5-phenyloxazolidin-2-one 
• 127870-56-8 (4R,5R)-4-Hydroxymethyl-5-phenyl-oxazolidin-2-one 
• 218766-22-4 (4R,5R)-5-Phenyl-4-pyrrolidin-1-ylmethyl-oxazolidin-2-one 
• 46032-98-8 (1R,2R)-2-amino-1-phenylpropane-1,3-diol 
• 1009093-15-5 C₂₁H₂₇NO₆S 

Downstream Products

• 193545-89-0 (1R,2R)-2-decanoylamino-3-pyrrolidino-1-phenyl-1-propanol 
• 1009093-13-3 C₄₇H₆₅N₅O₇ 

Relevant academic research and scientific papers

Compounds and Methods for Inhibiting the Interaction of BCL Proteins with Binding Partners

The invention relates to isoxazolidine containing compounds that bind to bcl proteins and inhibit Bcl function. The compounds may be used for treating and modulating disorders associated with hyperproliferation, such as cancer.

Glycosyltransferase inhibitors: Synthesis of D-threo-PDMP, L-threo- PDMP, and other brain glucosylceramide synthase inhibitors from D- or L- serine

The synthesis of enantiomerically pure (1S,2S)-1-phenyl-2- decanoylamino-3-N-morpholino-1-propanol (L-threo-PDMP) (1a) from L-serine, and the enantiomer (LR,2R)-1-phenyl-2-decanoylamino-3-morpholino-1-propanol (D-threo-PDMP] (1b) from D-serine is reported. Reductive alkylation of the fully protected O'Donnell's Schiff base (3b) derived from D-serine provided the β-amino alcohol 5b in high yield and excellent selectivity, which yielded optically pure 1b in high yield after six steps. Three other D- threo-PDMP analogues with various amine groups have been synthesized using the same methodology, including the more potent pyrrolidine compound D- threo-PDPP (1e). A key feature of the synthesis is the isolation of tosylate (8b), which allows for the divergent synthesis of many analogues from a common advanced intermediate. The synthesis is amenable to large-scale production of D-threo-PDMP, L-threo-PDMP, and similar compounds.