1092706-50-7

Basic information

• Product Name: (2S,2'R)-N-Cbz-2-(2'-oxiranyl)piperidine
• CAS NO: 1092706-50-7
• Molecular Weight: 261.321
• Mol File: 1092706-50-7.mol

Chemical Properties

• CAS DataBase Reference: (2S,2'R)-N-Cbz-2-(2'-oxiranyl)piperidine(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,2'R)-N-Cbz-2-(2'-oxiranyl)piperidine(1092706-50-7)
• EPA Substance Registry System: (2S,2'R)-N-Cbz-2-(2'-oxiranyl)piperidine(1092706-50-7)

Safety Data

• Hazardous Substances Data: 1092706-50-7(Hazardous Substances Data)

Upstream product

• 1514644-93-9 C₂₂H₂₇NO₆S 
• 1514644-79-1 benzyl (2S)-2-[(1R)-1,2-dihydroxyethyl]piperidine-1-carboxylate 
• 1514644-66-6 (S)-benzyl-2-vinylpiperidine-1-carboxylate 

Relevant articles and documents

Synthetic studies of alkaloids containing pyrrolidine and piperidine structural motifs

Avenues to asymmetric alkaloids! Various 2-substituted pyrrolidine and piperidine chiral bioactive natural products were synthesized using a 'chiral pool' method. l-proline and l-pipecolinic acids with one chiral center served as the best precursors for the synthesis of these alkaloids. Overall, 14 total synthetic and 11 formal synthetic approaches were developed.

A highly stereocontrolled route to 2-(2′-oxiranyl)piperidines and pyrrolidines: enantioselective synthesis of (+)-α-conhydrine

The first enantio- and diastereoselective approach to both 2-(2′-oxiranyl)piperidines and to 2-(2′-oxiranyl)pyrrolidines is reported. The method relies on the Sharpless asymmetric epoxidation of allyl alcohols as the sole source of chirality, and involves as the key step the base-mediated cyclization of (α-aminoalkyl)oxiranes functionalized at the ε{lunate} (or δ) position. The asymmetric synthesis of (+)-α-conhydrine illustrates the applicability of this strategy to the preparation of biologically active 2-(1-hydroxyalkyl)piperidine alkaloids.