1-(Ethoxycarbonyl)cyclopropane-1-carboxylic acid

Name: 1-(Ethoxycarbonyl)cyclopropane-1-carboxylic acid
Brand: ChemScene
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CAS No. 3697-66-3
Cat. No. CS-W000595
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+
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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1-(Ethoxycarbonyl)cyclopropane-1-carboxylic acid|CS-W000595

Structure of 3697-66-3

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General Information

CAS No. 3697-66-3
Cat. No. CS-W000595
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₁₀O₄
Molecular Weight 158.15
Synonym(s) 1,1-Cyclopropanedicarboxylic acid, monoethyl ester
SMILES O=C(C1(C(O)=O)CC1)OCC

Description

1-(Ethoxycarbonyl)cyclopropane-1-carboxylic acid features a strained cyclopropane ring bearing both ethoxycarbonyl and carboxylic acid groups, enabling direct integration into synthetic sequences requiring rigid, electron-deficient scaffolds. This bench-stable derivative facilitates efficient derivatization in peptide mimicry and medicinal chemistry applications.

Application

1-(Ethoxycarbonyl)cyclopropane-1-carboxylic acid serves as a versatile building block for cyclopropyl-containing scaffolds in medicinal chemistry and materials science. Its stability under standard reaction conditions enables reliable use in nucleophilic substitution, decarboxylation, and coupling reactions. The ethoxycarbonyl group facilitates functionalization via hydrolysis or transesterification, while the rigid cyclopropane ring imparts conformational constraint valuable for structure-activity studies.

Synthesis

Route1
- In-stock
  
  1559-02-0
- ~93%
- In-stock
  
  3697-66-3
References
- ANADYS PHARMACEUTICALS, INC. Patent: WO2005/79812 A1, 2005 ; Location in patent: Page/Page column 45-46 ;
Route2
- 105-53-3
- ~%
- In-stock
  
  3697-66-3
References
- Li, Wanfang; Tao, Xiaoming; Ma, Xin; Fan, Weizheng; Li, Xiaoming; Zhao, Mengmeng; Xie, Xiaomin; Zhang, Zhaoguo Chemistry - A European Journal, 2012 , vol. 18, # 51 p. 16531 - 16539

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 63.6
LogP 0.4143
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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1-(Ethoxycarbonyl)cyclopropane-1-carboxylic acid

CAS No. 3697-66-3

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