1-Piperidinecarboxylic acid, 2-methyl-4-oxo-, 1,1-dimethylethyl ester, (2S)-

Name: 1-Piperidinecarboxylic acid, 2-methyl-4-oxo-, 1,1-dimethylethyl ester, (2S)-
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 790667-49-1
Cat. No. CS-0030787
Purity≥97%
MDL No.MFCD09832895

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1-Piperidinecarboxylic acid, 2-methyl-4-oxo-, 1,1-dimethylethyl ester, (2S)-|CS-0030787

Structure of 790667-49-1

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General Information

CAS No. 790667-49-1
Cat. No. CS-0030787
Purity ≥97%
MDL No. MFCD09832895
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉NO₃
Molecular Weight 213.27
Synonym(s) 1-Piperidinecarboxylicacid, 2-methyl-4-oxo-, 1,1-dimethylethyl ester, (2S)-
SMILES O=C(OC(C)(C)C)N1[C@H](CC(CC1)=O)C

Description

This tert-butyl ester derivative of (2S)-2-methyl-4-oxopiperidine-1-carboxylic acid features a chiral, bench-stable scaffold with a protected carboxylic acid. The piperidine core bears a ketone at C4 and a methyl group at C2, enabling direct incorporation into complex heterocycles. Its robust stability under standard conditions supports efficient use in synthetic sequences requiring selective transformations.

Application

(2S)-2-Methyl-4-oxo-piperidine-1-carboxylic acid tert-butyl ester serves as a versatile chiral building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its tert-butyl carbamate group enables facile deprotection under mild acidic conditions, while the 4-oxo functionality supports nucleophilic addition and reductive amination reactions. The (2S)-configuration provides stereocontrol in asymmetric synthesis, and the compound exhibits excellent bench stability and compatibility with standard purification methods.

Synthesis

Route1
- In-stock
  
  790667-45-7
- In-stock
  
  24424-99-5
- ~96%
- In-stock
  
  790667-49-1
References
- ELI LILLY AND COMPANY Patent: WO2004/94380 A1, 2004 ; Location in patent: Page 28; 31-32 ; WO 2004/094380 A1
Route2
- 921599-74-8
- In-stock
  
  24424-99-5
- ~99%
- In-stock
  
  790667-49-1
References
- PFIZER INC.; Brodney, Michael Aaron; Efremov, Ivan Viktorovich; Helal, Christopher John; O'Neill, Brian Thomas Patent: US2013/150376 A1, 2013 ; Location in patent: Paragraph 0270 ;
Route3
- 71322-99-1
- In-stock
  
  24424-99-5
- ~%
- In-stock
  
  790667-43-5
- In-stock
  
  790667-49-1
References
- Schering Corporation Patent: US2005/4121 A1, 2005 ; Location in patent: Page/Page column 12 ; US 20050004121 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 46.61
LogP 1.9749
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

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1-Piperidinecarboxylic acid, 2-methyl-4-oxo-, 1,1-dimethylethyl ester, (2S)-

CAS No. 790667-49-1

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