L-Prolinanilide

Name: L-Prolinanilide
Brand: ChemScene
Availability: InStock
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CAS No. 64030-43-9
Cat. No. CS-0149873
Purity≥98%
MDL No.MFCD08276245

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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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General Information

CAS No. 64030-43-9
Cat. No. CS-0149873
Purity ≥98%
MDL No. MFCD08276245
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₄N₂O
Molecular Weight 190.24
Synonym(s) N-Phenyl-L-prolinamide
SMILES O=C([C@@H]1CCCN1)NC2=CC=CC=C2

Description

L-Prolinanilide features a rigid proline-derived scaffold fused to an anilide moiety, delivering enhanced conformational control in peptide mimetics. This structural motif enables precise spatial orientation of functional groups, improving binding affinity and selectivity in bioactive molecule design. The compound exhibits excellent stability under standard conditions and facilitates efficient incorporation into complex synthetic sequences.

Application

L-Prolinanilide serves as a versatile chiral building block in asymmetric synthesis, leveraging the rigid pyrrolidine scaffold to enforce stereocontrol in amide bond formation. Its anilide functionality offers enhanced stability and orthogonal reactivity, facilitating downstream transformations such as alkylation, acylation, and cyclization. The molecule exhibits excellent bench stability and simplifies purification due to defined crystallinity, making it well-suited for iterative synthesis workflows in medicinal chemistry and catalyst development.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

TPSA 41.13
LogP 1.3771
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Building Blocks for Pharmaceutical Ingredients

Catalysis Asymmetric Synthesis Chiral Catalysts, Chiral Ligands, Chiral Reagents Proline-Based Organocatalysts

Key Words

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L-Prolinanilide

CAS No. 64030-43-9

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