183890-34-8

Basic information

• Product Name: 2-Piperidinecarboxylicacid,6-oxo-,methylester,(2R)-(9CI)
• Synonyms: 2-Piperidinecarboxylicacid,6-oxo-,methylester,(2R)-(9CI);(R)-Methyl 6-oxopiperidine-2-carboxylate;(2R)-6-Oxo-2-piperidinecarboxylic acid methyl ester;(R)-6-oxo-2-Piperidinecarboxylic acid methyl ester
• CAS NO: 183890-34-8
• Molecular Formula: C₇H₁₁NO₃
• Molecular Weight: 157.17
• Product Categories: CARBOXYLICESTER
• Mol File: 183890-34-8.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 316℃
• Flash Point: 145℃
• Appearance: /
• Density: 1.150
• CAS DataBase Reference: 2-Piperidinecarboxylicacid,6-oxo-,methylester,(2R)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Piperidinecarboxylicacid,6-oxo-,methylester,(2R)-(9CI)(183890-34-8)
• EPA Substance Registry System: 2-Piperidinecarboxylicacid,6-oxo-,methylester,(2R)-(9CI)(183890-34-8)

Safety Data

• Hazardous Substances Data: 183890-34-8(Hazardous Substances Data)

Upstream product

• 97347-42-7 (R)-2,6-Bis-tert-butoxycarbonylamino-6-oxo-hexanoic acid methyl ester 
• 67-56-1 methanol 
• 7620-28-2 D-2-aminoadipic acid 
• 183890-36-0 (R)-6-oxopiperidine-1,2-dicarboxylic acid 1-tertiary butyl ester 2-methyl ester 
• 72002-30-3 (R)-6-oxo-piperidine-2-carboxylic acid 
• 18107-18-1 diazomethyl-trimethyl-silane 

Downstream Products

• 213532-95-7 (R)-6-hydroxymethyl-piperidin-2-one 

Relevant articles and documents

Interrupted Pyridine Hydrogenation: Asymmetric Synthesis of δ-Lactams

Metal-catalyzed hydrogenation is an effective method to transform readily available arenes into saturated motifs, however, current hydrogenation strategies are limited to the formation of C?H and N?H bonds. The stepwise addition of hydrogen yields reactive unsaturated intermediates that are rapidly reduced. In contrast, the interruption of complete hydrogenation by further functionalization of unsaturated intermediates offers great potential for increasing chemical complexity in a single reaction step. Overcoming the tenet of full reduction in arene hydrogenation has been seldom demonstrated. In this work we report the synthesis of sought-after, enantioenriched δ-lactams from oxazolidinone-substituted pyridines and water by an interrupted hydrogenation mechanism.

Lactams as prostanoid receptor ligands. Part 4: 2-Piperidones as selective EP4 receptor agonists

2-Piperidones were prepared bearing heptanoic acid or a thioether heptanoic acid at the 1-position as well as appropriately substituted at the 6-position to mimic the structure of prostaglandins. The stereochemical purity at the 6-position was determined to be ≥95% ee for an advanced synthetic intermediate. The 2-piperidones were identified as potent agonists at the EP4 prostanoid receptor. They displayed a high affinity (K i 5-130 nM) at EP4 and subtype selectivity.

2-Piperidone derivatives as prostaglandin agonists

The invention provides compounds of the Formula: wherein m, n, A, X, Y, Z, R1, R2, R4, R6, R7, R8, R9 and R10 are as defined herein, and pharmaceutically acceptable sa