1H-Indole-1-carboxylic acid, 3-formyl-, 1,1-dimethylethyl ester

Name: 1H-Indole-1-carboxylic acid, 3-formyl-, 1,1-dimethylethyl ester
Brand: ChemScene
Availability: InStock
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CAS No. 57476-50-3
Cat. No. CS-0031417
Purity≥97%
MDL No.MFCD00049230

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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1H-Indole-1-carboxylic acid, 3-formyl-, 1,1-dimethylethyl ester|CS-0031417

Structure of 57476-50-3

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Description

1-Boc-3-Formylindole delivers a protected indole scaffold with a reactive aldehyde handle, enabling direct conjugation in late-stage functionalization. The Boc group ensures stability during storage and handling, while the formyl moiety facilitates nucleophilic additions and oxime ligation under mild conditions. This reagent integrates seamlessly into synthetic sequences requiring site-specific modifications.

Application

1-Boc-3-Formylindole serves as a versatile building block in medicinal chemistry, enabling direct access to indole-based scaffolds through standard deprotection and functionalization protocols. The Boc group provides bench stability and facilitates selective manipulation of the indole nitrogen, while the formyl group offers a reactive handle for reductive amination, condensation, and heterocycle formation. Its compatibility with common coupling and protection strategies makes it well-suited for iterative synthesis of complex targets.

General Information

CAS No. 57476-50-3
Cat. No. CS-0031417
Purity ≥97%
MDL No. MFCD00049230
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₅NO₃
Molecular Weight 245.27
Synonym(s) tert-butyl 3-formyl-1H-indole-1-carboxylate
SMILES CC(C)(C)OC(N1C(C=CC=C2)=C2C(C=O)=C1)=O

Computational Chemistry Data

TPSA 48.3
LogP 3.237
H_Acceptors 4
H_Donors 0
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 Aldehyde

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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1H-Indole-1-carboxylic acid, 3-formyl-, 1,1-dimethylethyl ester

CAS No. 57476-50-3

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