1-[(Benzyloxy)carbonyl]-3-piperidinecarboxylic acid

Name: 1-[(Benzyloxy)carbonyl]-3-piperidinecarboxylic acid
Brand: ChemScene
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CAS No. 78190-11-1
Cat. No. CS-W001645
Purity≥98%
MDL No.MFCD02931282

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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1-[(Benzyloxy)carbonyl]-3-piperidinecarboxylic acid|CS-W001645

Structure of 78190-11-1

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General Information

CAS No. 78190-11-1
Cat. No. CS-W001645
Purity ≥98%
MDL No. MFCD02931282
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₇NO₄
Molecular Weight 263.29
Synonym(s) 1-Cbz-nipecotic Acid
SMILES O=C(O)C1CCCN(C(OCC2=CC=CC=C2)=O)C1

Description

This piperidine-based building block features a benzyl-protected carboxylic acid moiety, enabling straightforward deprotection and integration into peptide synthesis. The carbamate linkage offers stability under standard bench conditions, while the piperidine ring provides a versatile scaffold for medicinal chemistry applications.

Application

1-[(Benzyloxy)carbonyl]-3-piperidinecarboxylic acid serves as a robust piperidine-based building block for peptide synthesis and medicinal chemistry campaigns. Its carbamate functionality enables selective N-alkylation and facilitates downstream deprotection under standard hydrogenolysis conditions. The benzyloxycarbonyl (Cbz) group provides excellent bench stability, compatibility with diverse reaction environments, and straightforward purification via crystallization or chromatography.

Synthesis

Route1
- 501-53-1
- In-stock
  
  498-95-3
- ~98%
- In-stock
  
  78190-11-1
References
- Taylor, G. Mark; Baker, Stewart J.; Gedney, Andrea; Pearson, David J.; Sibley, Graham E. M. Tetrahedron Letters, 1996 , vol. 37, # 8 p. 1297 - 1300
Route2
- 501-53-1
- In-stock
  
  118156-93-7
- ~%
- In-stock
  
  78190-11-1
References
- US6562811 B1, ;

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

Quality Control

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Computational Chemistry Data

TPSA 66.84
LogP 2.1198
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Functional Group Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Unnatural Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Unnatural Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids N-Protected Amino Acids

Key Words

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1-[(Benzyloxy)carbonyl]-3-piperidinecarboxylic acid

CAS No. 78190-11-1

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