169961-66-4

Upstream product

• 64-17-5 ethanol 
• 27527-05-5 L-cyclohexylalanine 
• 3087-36-3 titanium (IV) ethoxide 
• 110449-53-1 <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> (2S)-2-amino-3-cyclohexylpropionate 
• 949-67-7 L-tyrosine ethyl ester 

Downstream Products

• 1027423-28-4 4-[3-({[(S)-2-Benzyloxycarbonyl-1-((S)-2-cyclohexyl-1-ethoxycarbonyl-ethylcarbamoyl)-ethylcarbamoyl]-methyl}-ethyl-carbamoyl)-propyl]-piperidine-1-carboxylic acid tert-butyl ester 
• 1026303-90-1 (S)-N-((S)-2-Cyclohexyl-1-ethoxycarbonyl-ethyl)-3-(2-ethylamino-acetylamino)-succinamic acid benzyl ester 

Relevant academic research and scientific papers

Rh(iii)-Catalyzed diastereoselective transfer hydrogenation: An efficient entry to key intermediates of HIV protease inhibitors

A highly efficient diastereoselective transfer hydrogenation of α-aminoalkyl α′-chloromethyl ketones catalyzed by a tethered rhodium complex was developed and successfully utilized in the synthesis of the key intermediates of HIV protease inhibitors. With the current Rh(iii) catalyst system, a series of chiral 3-amino-1-chloro-2-hydroxy-4-phenylbutanes were produced in excellent yields and diastereoselectivities (up to 99% yield, up to 99?:?1 dr). Both diastereomers of the desired products could be efficiently accessed by using the two enantiomers of the Rh(iii) catalyst.

ENANTIOSELECTIVE SYNTHESES OF α-AMINO ACIDS FROM 10-SULFONAMIDO-ISOBORNYL ESTERS AND DI-t-BUTYL AZODICARBOXYLATE

Successive treatment of chiral esters 7 with LDA/Me3SiCl and di-t-butyl azodicarboxylate/TiCl4 and Ti(OiPr)4 gave N,N-di-t-butoxycarbonylhydrazinoesters 11 which on deacylation, hydrogenolysis, transesterification and acidic hydrolysis furnished (2S)-α-amino acid hydrochlorides 13 in good overall yields, high enantiomeric purity and with efficient recovery of the alcohol auxiliary 4.Experimental evidence for the configuration and conformation of the intermediate O-silyl ketene acetals 1 is provided.