Methyl 3-formylbicyclo[1.1.1]pentane-1-carboxylate

Name: Methyl 3-formylbicyclo[1.1.1]pentane-1-carboxylate
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CAS No. 180464-92-0
Cat. No. CS-0049095
Purity≥96%
MDL No.None

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Methyl 3-formylbicyclo[1.1.1]pentane-1-carboxylate|CS-0049095

Structure of 180464-92-0

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General Information

CAS No. 180464-92-0
Cat. No. CS-0049095
Purity ≥96%
MDL No. None
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₀O₃
Molecular Weight 154.16
Synonym(s) Bicyclo[1.1.1]pentane-1-carboxylic acid, 3-formyl-, methyl ester (9CI)
SMILES O=C(C1(C2)CC2(C=O)C1)OC

Description

Methyl 3-formylbicyclo[1.1.1]pentane-1-carboxylate delivers a rigid, electron-deficient cyclopropane scaffold with a pendant aldehyde and ester for orthogonal functionalization. This bench-stable reagent integrates readily into multistep syntheses, enabling streamlined access to complex molecular architectures through selective transformations.

Application

Methyl 3-formylbicyclo[1.1.1]pentane-1-carboxylate serves as a versatile building block for the synthesis of strained bicyclic architectures, enabling rapid access to densely functionalized scaffolds via [2+2] cycloadditions and nucleophilic additions. Its formyl group facilitates direct derivatization through imine formation and reductive amination, while the ester supports orthogonal transformations. The rigid, electron-deficient bicyclo[1.1.1]pentane core enhances metabolic stability and bioavailability in medicinal chemistry applications, offering improved physicochemical properties over traditional aliphatic linkers.

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

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Computational Chemistry Data

TPSA 43.37
LogP 0.5286
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Building Blocks Skeleton Fatty ring compounds Cyclobutane compounds

Key Words

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Methyl 3-formylbicyclo[1.1.1]pentane-1-carboxylate

CAS No. 180464-92-0

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