tert-Butyl 3-(2-ethoxy-2-oxoethyl)pyrrolidine-1-carboxylate

Name: tert-Butyl 3-(2-ethoxy-2-oxoethyl)pyrrolidine-1-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 664364-29-8
Cat. No. CS-0048396
Purity≥97%
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+
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tert-Butyl 3-(2-ethoxy-2-oxoethyl)pyrrolidine-1-carboxylate|CS-0048396

Structure of 664364-29-8

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General Information

CAS No. 664364-29-8
Cat. No. CS-0048396
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₂₃NO₄
Molecular Weight 257.33
Synonym(s) Ethyl 2-(1-Boc-3-pyrrolidyl)acetate
SMILES CCOC(=O)CC1CCN(C1)C(=O)OC(C)(C)C

Description

tert-Butyl 3-(2-ethoxy-2-oxoethyl)pyrrolidine-1-carboxylate features a pyrrolidine core bearing a sterically hindered tert-butyl carbamate and an electrophilic ethoxyketone handle. This combination enables selective conjugate additions and facilitates the installation of complex nitrogen-containing scaffolds under mild conditions. The pendant ester group enhances solubility in organic solvents while maintaining stability during purification workflows.

Application

tert-Butyl 3-(2-ethoxy-2-oxoethyl)pyrrolidine-1-carboxylate serves as a versatile pyrrolidine-based building block for medicinal chemistry and synthetic organic applications. The ethoxyacetyl moiety enables facile functionalization via enolization or nucleophilic addition, while the tert-butyl carbamate group provides excellent stability and ease of removal under mild acidic conditions. Its compatibility with standard coupling and reduction protocols facilitates efficient access to substituted pyrrolidines and heterocyclic scaffolds.

Synthesis

Route1
- In-stock
  
  867-13-0
- 101385-93-7
- ~84%
- In-stock
  
  664364-29-8
References
- Watanabe, Kazushi; Kakefuda, Akio; Yasuda, Minoru; Enjo, Kentaro; Kikuchi, Aya; Furutani, Takashi; Naritomi, Yoichi; Otsuka, Yukio; Okada, Minoru; Ohta, Mitsuaki Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 17 p. 5261 - 5270

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 55.84
LogP 2.1966
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Key Words

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tert-Butyl 3-(2-ethoxy-2-oxoethyl)pyrrolidine-1-carboxylate

CAS No. 664364-29-8

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