1-Benzyl 3-ethyl 4-oxopyrrolidine-1,3-dicarboxylate

Name: 1-Benzyl 3-ethyl 4-oxopyrrolidine-1,3-dicarboxylate
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 51814-19-8
Cat. No. CS-W003680
Purity≥95%
MDL No.None

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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+
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1-Benzyl 3-ethyl 4-oxopyrrolidine-1,3-dicarboxylate|CS-W003680

Structure of 51814-19-8

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General Information

CAS No. 51814-19-8
Cat. No. CS-W003680
Purity ≥95%
MDL No. None
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₁₇NO₅
Molecular Weight 291.30
Synonym(s) 1-BENZYL 3-ETHYL 4-OXOPYRROLIDINE-1,4-DICARBOXYLATE
SMILES CCOC(C1CN(C(OCC2=CC=CC=C2)=O)CC1=O)=O

Description

1-Benzyl 3-ethyl 4-oxopyrrolidine-1,3-dicarboxylate features a sterically defined pyrrolidine core with dual ester functionalities enabling selective transformations. The benzyl group enhances solubility and stability, while the electron-deficient ketone facilitates nucleophilic addition. This scaffold integrates readily into heterocyclic syntheses under mild conditions.

Application

1-Benzyl 3-ethyl 4-oxopyrrolidine-1,3-dicarboxylate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to pyrrolidine-based heterocyclic scaffolds. Its well-defined functional groups facilitate selective transformations, including reduction, nucleophilic addition, and transition-metal-catalyzed coupling reactions. The molecule exhibits good bench stability and is amenable to straightforward purification, making it suitable for use in medicinal chemistry campaigns and process development workflows.

Synthesis

Route1
- 51814-17-6
- ~70%
- In-stock
  
  51814-19-8
References
- DAIICHI PHARMACEUTICAL CO., LTD. Patent: WO2006/123792 A1, 2006 ; Location in patent: Page/Page column 109-110 ;
Route2
- In-stock
  
  1145-81-9
- 140-88-5
- ~84%
- In-stock
  
  51814-19-8
References
- Jones, Keith; Wilkinson, James Journal of the Chemical Society, Chemical Communications, 1992 , # 24 p. 1767 - 1769

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 72.91
LogP 1.3872
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 4

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-Benzyl 3-ethyl 4-oxopyrrolidine-1,3-dicarboxylate

CAS No. 51814-19-8

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