tert-Butyl pyrrolidine-3-carboxylate

Name: tert-Butyl pyrrolidine-3-carboxylate
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CAS No. 91040-52-7
Cat. No. CS-0089509
Molecule weight171.24
Purity≥95%
MDL No.MFCD07375442

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tert-Butyl pyrrolidine-3-carboxylate|CS-0089509

Structure of 91040-52-7

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General Information

CAS No. 91040-52-7
Cat. No. CS-0089509
Purity ≥95%
MDL No. MFCD07375442
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₇NO₂
Molecular Weight 171.24
Synonym(s) 3-Carboxypyrrolidine tert-butyl ester, beta-proline tert-butyl ester
SMILES O=C(C1CNCC1)OC(C)(C)C

Description

tert-Butyl pyrrolidine-3-carboxylate serves as a robust, bench-stable building block in synthetic organic chemistry. The tert-butyl ester group enables facile deprotection under mild acidic conditions, while the pyrrolidine-3-carboxylate scaffold provides a rigid, nitrogen-rich core ideal for peptide mimetics and bioactive molecule synthesis.

Application

tert-Butyl pyrrolidine-3-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to pyrrolidine-containing scaffolds via standard deprotection protocols. The tert-butyl ester group provides excellent bench stability and facilitates straightforward purification, while the pyrrolidine ring offers favorable conformational properties for target engagement. It participates reliably in amide coupling, reductive amination, and metal-catalyzed cross-coupling reactions, making it a practical choice for fragment-based drug discovery and macrocycle synthesis.

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 38.33
LogP 0.9376
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Key Words

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tert-Butyl pyrrolidine-3-carboxylate

CAS No. 91040-52-7

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