tert-Butyl 6-formyl-1H-indole-1-carboxylate

Name: tert-Butyl 6-formyl-1H-indole-1-carboxylate
Brand: ChemScene
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CAS No. 127956-28-9
Cat. No. CS-0055865
Purity≥97%
MDL No.None

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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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tert-Butyl 6-formyl-1H-indole-1-carboxylate|CS-0055865

Structure of 127956-28-9

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Description

tert-Butyl 6-formyl-1H-indole-1-carboxylate features a formyl group at the 6-position of the indole core, enabling direct functionalization in synthetic sequences. The tert-butyl ester provides stability and ease of manipulation under standard conditions, while the electron-deficient aldehyde facilitates conjugate additions and condensation reactions. This scaffold integrates readily into complex heterocyclic architectures.

Application

tert-Butyl 6-formyl-1H-indole-1-carboxylate serves as a versatile building block for indole-based scaffold synthesis, enabling direct functionalization at the C6 position via formyl group reactivity. Its bench-stable tert-butyl ester and electron-deficient formyl moiety offer excellent compatibility with nucleophilic additions, reductive aminations, and transition-metal-catalyzed coupling reactions. The molecule facilitates efficient access to substituted indoles and heterocyclic frameworks relevant to medicinal chemistry and process development.

General Information

CAS No. 127956-28-9
Cat. No. CS-0055865
Purity ≥97%
MDL No. None
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 6-formylindole-1-carboxylate
SMILES O=C(N1C=CC2=C1C=C(C=O)C=C2)OC(C)(C)C

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-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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tert-Butyl 6-formyl-1H-indole-1-carboxylate

CAS No. 127956-28-9

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