(1R,2R)-rel-2-(Methoxycarbonyl)cyclopropanecarboxylic acid

Name: (1R,2R)-rel-2-(Methoxycarbonyl)cyclopropanecarboxylic acid
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CAS No. 52920-02-2
Cat. No. CS-B1755
Purity≥98%
MDL No.MFCD29037487

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(1R,2R)-rel-2-(Methoxycarbonyl)cyclopropanecarboxylic acid|CS-B1755

Structure of 52920-02-2

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General Information

CAS No. 52920-02-2
Cat. No. CS-B1755
Purity ≥98%
MDL No. MFCD29037487
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₈O₄
Molecular Weight 144.13
Synonym(s) None
SMILES O=C([C@H]1[C@H](C(O)=O)C1)OC

Description

This cyclopropanecarboxylic acid derivative features a rigid, stereodefined bicyclic framework with orthogonal functional groups. The methoxycarbonyl moiety enhances solubility and reactivity in coupling reactions, while the strained cyclopropyl ring imparts high conformational stability. Ideal for asymmetric synthesis and peptidomimetic design.

Application

(1R,2R)-rel-2-(Methoxycarbonyl)cyclopropanecarboxylic acid serves as a stereochemically defined building block for cyclopropane-containing pharmaceuticals and agrochemicals. Its rigid chiral scaffold enables controlled spatial orientation in target molecules, while the ester functionality facilitates downstream transformations such as hydrolysis, reduction, or coupling reactions. The compound exhibits excellent bench stability and is readily purified by standard chromatographic methods, making it suitable for use in multi-step synthesis and medicinal chemistry campaigns.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 63.6
LogP -0.1199
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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(1R,2R)-rel-2-(Methoxycarbonyl)cyclopropanecarboxylic acid

CAS No. 52920-02-2

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