1-(tert-Butoxycarbonyl)-1H-indole-3-carboxylic acid

Name: 1-(tert-Butoxycarbonyl)-1H-indole-3-carboxylic acid
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CAS No. 675606-20-9
Cat. No. CS-0096355
Molecule weight261.27
Purity≥96%
MDL No.None

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1-(tert-Butoxycarbonyl)-1H-indole-3-carboxylic acid|CS-0096355

Structure of 675606-20-9

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General Information

CAS No. 675606-20-9
Cat. No. CS-0096355
Purity ≥96%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₅NO₄
Molecular Weight 261.27
Synonym(s) 1H-INDOLE-1,3-DICARBOXYLIC ACID,1-(1,1-DIMETHYLETHYL)ESTER
SMILES O=C(N1C=C(C(O)=O)C2=C1C=CC=C2)OC(C)(C)C

Description

This protected indole derivative features a tert-butoxycarbonyl group at the nitrogen, enhancing stability and solubility during synthetic manipulations. The carboxylic acid functionality enables direct coupling or derivatization in peptide and heterocyclic synthesis. Ideal for building complex indole-based architectures under standard conditions.

Application

1-(tert-Butoxycarbonyl)-1H-indole-3-carboxylic acid serves as a stable, bench-ready building block for indole-based scaffolds in medicinal chemistry and peptide synthesis. The Boc group provides orthogonal protection for the indole nitrogen, enabling selective functionalization at C3. It reacts cleanly with amines under standard coupling conditions and withstands common deprotection protocols. Its crystalline form facilitates handling and purification, making it ideal for multi-step syntheses requiring robust N-protection.

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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Computational Chemistry Data

TPSA 68.53
LogP 3.1227
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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1-(tert-Butoxycarbonyl)-1H-indole-3-carboxylic acid

CAS No. 675606-20-9

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