879572-80-2

Upstream product

• 366786-61-0 (2S,5S)-1-tert-butoxycarbonyl-2-tert-butyldimethylsilyloxymethyl-3-phenylsulfonyl-5-benzyloxymethyl pyrrolidine 
• 366786-62-1 (2S,5S)-1-tert-butoxycarbonyl-2-hydroxymethyl-3-phenylsulfonyl-5-benzyloxy-methyl pyrrolidine 
• 253776-34-0 (2S)-1-O-benzylglycerol-2,3-bis(trifluoromethanesulfonate) 
• 152612-42-5 (2S,5R)-1-tert-butoxycarbonyl-5-hydroxymethyl-2-benzyloxymethyl pyrrolidine 

Downstream Products

• 366786-64-3 (2S,5R)-1-tert-butoxycarbonyl-2-benzyloxymethyl-5-(1'-hydroxy-1'-methylethyl)-pyrrolidine 
• 366786-65-4 (2S,5R)-1-tert-butoxycarbonyl-2-hydroxymethyl-5-(1'-hydroxy-1'-methylethyl)-pyrrolidine 
• 366786-63-2 (2S,5R)-1-tert-butoxycarbonyl-2-benzyloxymethyl-5-methoxycarbonyl-pyrrolidine 

Relevant academic research and scientific papers

Formal total synthesis of (-)-lepadiformine

A stereocontrolled approach to the preparation of the Weinreb intermediate 3 has been developed. The important features of this approach are the creation of stereogenic centers through a cyclic amino acid ester-enolate Claisen rearrangement and the use of

Facile synthesis of N-Boc-(2S,5R)-5-(1′-hydroxy-1′-methylethyl)proline

Coupling of chiral 1-O-benzylglycerol-2,3-bistriflate with trilithiated chiral 2-N-Boc-3-phenylsulfonylpropan-1-ol derivative constitutes an efficient route to chiral C-5 substituted prolines which can potentially induce cis Xaa-Pro peptide bond conformation. A straightforward seven-step synthesis of the title compound is described.