tert-Butyl 4-hydroxy-2,3-dihydro-1H-isoindole-2-carboxylate

Name: tert-Butyl 4-hydroxy-2,3-dihydro-1H-isoindole-2-carboxylate
Brand: ChemScene
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CAS No. 871013-92-2
Cat. No. CS-W018410
Purity≥98%
MDL No.None

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tert-Butyl 4-hydroxy-2,3-dihydro-1H-isoindole-2-carboxylate|CS-W018410

Structure of 871013-92-2

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General Information

CAS No. 871013-92-2
Cat. No. CS-W018410
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₇NO₃
Molecular Weight 235.28
Synonym(s) tert-butyl 4-hydroxyisoindoline-2-carboxylate
SMILES OC1=C2C(CN(C(OC(C)(C)C)=O)C2)=CC=C1

Description

tert-Butyl 4-hydroxy-2,3-dihydro-1H-isoindole-2-carboxylate is a bench-stable, moisture-tolerant heterocyclic building block featuring a phenolic hydroxyl group flanked by a protected carboxylate. This scaffold enables direct functionalization at the 4-position and integrates readily into complex molecular architectures for medicinal chemistry campaigns.

Application

tert-Butyl 4-hydroxy-2,3-dihydro-1H-isoindole-2-carboxylate serves as a versatile building block for the synthesis of isoindoline-based scaffolds prevalent in medicinal chemistry. The hydroxyl group enables direct functionalization via esterification, etherification, or oxidation to quinone intermediates. Its tert-butyl carbamate protects the nitrogen during multi-step sequences, offering stability and ease of deprotection under mild acidic conditions. This compound exhibits excellent bench stability and compatibility with standard coupling reactions, facilitating efficient access to complex heterocycles and bioactive molecules.

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

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Computational Chemistry Data

TPSA 49.77
LogP 2.6429
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Phenol

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Key Words

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tert-Butyl 4-hydroxy-2,3-dihydro-1H-isoindole-2-carboxylate

CAS No. 871013-92-2

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