119620-31-4

Upstream product

• 30379-55-6 benzyloxyacetic acid 
• 75-65-0 tert-butyl alcohol 

Downstream Products

• 123520-11-6 (2R,3S)-2-Benzyloxy-3-hydroxy-5-phenyl-pentanoic acid tert-butyl ester 
• 1075231-28-5 C₂₅H₃₃FN₂O₆S 
• 956904-48-6 tert-butyl 2-benzyloxy-2-{1-[chloro(p-tolylsulfinyl)methyl]cyclohexyl}acetate 
• 123520-12-7 (2R,3S)-2-Benzyloxy-3-hydroxy-5-methyl-hexanoic acid tert-butyl ester 
• 119620-26-7 1,1-dimethylethyl 2-(phenylmethoxy)-3-hydroxy-3-methyl-4,4,4-trifluorbutanoate 
• 119620-25-6 1,1-dimethylethyl 4-fluoro-3-hydroxy-3-methyl-2-(phenylmethoxy)butanoate 
• 119620-27-8 1,1-dimethylethyl α-(phenylmethoxy)-1-hydroxycyclobutaneacetate 
• 133732-84-0 2-Benzyloxy-1-t-butyloxy-1-trimethylsiloxy ethene 
• 133732-85-1 (R)-Benzyloxy-[(2S,4S,5R)-4-methyl-5-phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-acetic acid tert-butyl ester 
• 133732-85-1 2R,4S,5R,1'R-2-(Benzyloxy-t-butyloxycarbonylmethyl)-4-methyl-3-p-methylphenylsulphonyl-5-phenyl-1,3-oxazolidine 

Relevant academic research and scientific papers

Scalable Total Synthesis, IP3R Inhibitory Activity of Desmethylxestospongin B, and Effect on Mitochondrial Function and Cancer Cell Survival

The scalable synthesis of the oxaquinolizidine marine natural product desmethylxestospongin B is based on the early application of Ireland–Claisen rearrangement, macrolactamization, and a late-stage installation of the oxaquinolizidine units by lactam reduction. The synthesis serves as the source of material to investigate calcium signaling and its effect on mitochondrial metabolism in various cell types, including cancer cells.

Asymmetric synthesis by the use of norephedrine-derived 2-methoxy-oxazolidines. Part four: the synthesis of enantiomerically enriched polyhydroxylated building blocks

The Lewis acid promoted addition of five silylketeneacetals to norephedrine derived 2-methoxy oxazolidines allowed the stereoselective incorporation of an oxy function vicinal to the oxazolidinic C-2 position.Subsequent functional group modification and/or non destructive chirophor removal, afforded enantiomerically enriched polyhydroxylated building blocks such as (S)-di-O-benzyl glyceraldehyde and D-ribose propane-1,3 diyldithioacetal.A rational accounting for the selectivity of the coupling steps is proposed.Keywords: asymmetric synthesis / norephedrine / (S)-di-O-benzylglyceraldehyde / D-ribose propane-1,3-diyldithioacetal