1-(Benzyloxycarbonyl)pyrrolidine-3-carboxylic acid

Name: 1-(Benzyloxycarbonyl)pyrrolidine-3-carboxylic acid
Brand: ChemScene
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CAS No. 188527-21-1
Cat. No. CS-W002897
Purity≥98%
MDL No.MFCD02179036

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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1-(Benzyloxycarbonyl)pyrrolidine-3-carboxylic acid|CS-W002897

Structure of 188527-21-1

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General Information

CAS No. 188527-21-1
Cat. No. CS-W002897
Purity ≥98%
MDL No. MFCD02179036
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₅NO₄
Molecular Weight 249.26
Synonym(s) 1-N-Cbz-pyrrolidine-3-carboxylic acid
SMILES O=C(O)C1CCN(C(OCC2=CC=CC=C2)=O)C1

Description

1-(Benzyloxycarbonyl)pyrrolidine-3-carboxylic acid features a protected pyrrolidine-3-carboxylic acid scaffold with a benzyl ester group, enabling stable incorporation into peptide synthesis workflows. The benzyloxycarbonyl moiety facilitates selective deprotection under mild hydrogenolysis conditions, preserving sensitive functional groups. This derivative supports efficient backbone assembly in cyclic peptide architectures and serves as a key building block for bioactive peptidomimetics.

Application

1-(Benzyloxycarbonyl)pyrrolidine-3-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of pyrrolidine-containing peptidomimetics and heterocyclic scaffolds. Its benzyloxycarbonyl (Boc) protecting group offers excellent stability under basic conditions and facilitates straightforward deprotection during late-stage functionalization. The molecule exhibits favorable solubility and purification characteristics, supporting efficient incorporation into multi-step syntheses.

Synthesis

Route1
- 5731-18-0
- 501-53-1
- ~%
- In-stock
  
  188527-21-1
References
- US3976660 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 66.84
LogP 1.7297
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-(Benzyloxycarbonyl)pyrrolidine-3-carboxylic acid

CAS No. 188527-21-1

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