tert-Butyl 3-iodo-1H-indole-1-carboxylate

Name: tert-Butyl 3-iodo-1H-indole-1-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 192189-07-4
Cat. No. CS-0040991
Purity≥97%
MDL No.MFCD05864781

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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 3-iodo-1H-indole-1-carboxylate|CS-0040991

Structure of 192189-07-4

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Description

tert-Butyl 3-iodo-1H-indole-1-carboxylate delivers a sterically hindered, bench-stable indole scaffold bearing a reactive iodide at the 3-position. This handles cleanly under standard cross-coupling conditions, enabling efficient access to functionalized indole derivatives in medicinal chemistry and materials synthesis.

Application

tert-Butyl 3-iodo-1H-indole-1-carboxylate serves as a versatile building block for the synthesis of substituted indoles, enabling direct functionalization at the 3-position via transition-metal-catalyzed cross-coupling reactions. The tert-butyl ester group provides excellent bench stability and facilitates straightforward deprotection under mild acidic conditions. Its iodine handle offers high reactivity in Pd-catalyzed coupling processes, making it ideal for constructing complex heterocyclic scaffolds relevant to medicinal chemistry and materials science.

General Information

CAS No. 192189-07-4
Cat. No. CS-0040991
Purity ≥97%
MDL No. MFCD05864781
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₄INO₂
Molecular Weight 343.16
Synonym(s) 1-Boc-3-Iodoindole
SMILES O=C(N1C=C(I)C2=C1C=CC=C2)OC(C)(C)C

Computational Chemistry Data

TPSA 31.23
LogP 4.0291
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Other Classifications

Building Blocks Functional Group Iodide

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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tert-Butyl 3-iodo-1H-indole-1-carboxylate

CAS No. 192189-07-4

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