173065-24-2

Upstream product

• 173065-17-3 (R)-(-)-2,2-dimethyl-3-tert-butoxycarbonyl-4-(β,β-dibromovinyl)oxazolidine 
• 102308-32-7 (4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 162107-48-4 tert-butyl (R)-4-ethynyl-2,2-dimethyloxazolidine-3-carboxylate 
• 100-52-7 benzaldehyde 
• 98-88-4 benzoyl chloride 

Downstream Products

• 288156-38-7 tert-butyl-(4S)-2,2-dimethyl-4-(4-phenylbenzo[b][1,5]thiazepin-2-yl)-1,3-oxazolane-3-carboxylate 
• 288156-50-3 2,2-dimethyl-4-(2-phenyl-quinolin-4-yl)-oxazolidine-3-carboxylic acid tert-butyl ester 
• 288156-57-0 [2-hydroxy-1-(2-phenyl-quinolin-4-yl)-ethyl]-carbamic acid tert-butyl ester 

Relevant academic research and scientific papers

Stereoselective synthesis of (R)-(-)-2,2-dimethyl-3-t-butoxycarbonyl-4-ethynyloxazolidine: A chiral building block for the synthesis of a new class of substituted alkynes

(R)-(-)-2,2-Dimethyl-3-t-butoxycarbonyl-4-ethynyl-oxazolidine (3a) has been prepared in good yield from chiral aminoaldehyde (4) through a two step procedure. Metalation of compound (3a) and subsequent reaction with electrophiles has been investigated lea

A highly efficient and straightforward stereoselective synthesis of novel chiral α-acetylenic ketones

A very efficient and straightforward synthesis of novel chiral α- acetylenic ketones of type 3 has been developed. Starting from commercially available l-(-)-serine 4, and through the Garner's aldehyde 5, ethynyloxazolidine 2 was formed in good overall yi

Synthetic Elaboration of the Side Chain of (R)-2,2-Dimethyl-3-(tert-butoxycarbonyl)-4-ethynyloxazolidine: A New Regio- And Stereoselective Strategy to δ-Functionalized β-Amino Alcohols

An investigation of the reactivity of ethynyloxazolidine 2 is presented. Functionalization at the acetylenic position has been found to occur very easily using the mild Sonogashira conditions. Addition of tributyltin cuprate 1 provided the corresponding stannylated (E)-ethenyloxazolidine 3, a new chiral building block which has been reacted with electrophiles under Pd catalysis. The reaction sequence occurred without racemization and showed an easy and mild procedure for the regio- and stereoselective synthesis of unsaturated amino alcohols.