2-(tert-Butoxycarbonyl)isoindoline-5-carboxylic acid

CAS No. 149353-71-9
Cat. No. CS-0085238
Purity≥95%
MDL No.MFCD08234862

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2-(tert-Butoxycarbonyl)isoindoline-5-carboxylic acid|CS-0085238

Structure of 149353-71-9

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Description

This boronate moiety integrates seamlessly into Suzuki-Miyaura coupling workflows, offering enhanced stability and ease of handling. The tert-butyl ester group enables selective deprotection under mild acidic conditions, while the isoindoline scaffold provides a rigid, electron-rich platform for downstream functionalization in medicinal chemistry applications.

Application

2-(tert-Butoxycarbonyl)isoindoline-5-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of isoindoline-based scaffolds through mild deprotection and subsequent functionalization. The Boc group provides excellent bench stability and facilitates straightforward purification, while the carboxylic acid functionality supports coupling reactions with amines and amine derivatives under standard conditions. Its well-defined reactivity profile makes it ideal for constructing complex heterocyclic frameworks relevant to API development.

General Information

CAS No. 149353-71-9
Cat. No. CS-0085238
Purity ≥95%
MDL No. MFCD08234862
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₇NO₄
Molecular Weight 263.29
Synonym(s) 2H-Isoindole-2,5-dicarboxylic acid, 1,3-dihydro-, 2-(1,1-dimethylethyl) ester
SMILES O=C(N1CC2=C(C=C(C(O)=O)C=C2)C1)OC(C)(C)C

Computational Chemistry Data

TPSA 66.84
LogP 2.6355
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

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-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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Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Key Words

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2-(tert-Butoxycarbonyl)isoindoline-5-carboxylic acid

CAS No. 149353-71-9

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