tert-Butyl 3-iodo-5-nitro-1H-indole-1-carboxylate

Name: tert-Butyl 3-iodo-5-nitro-1H-indole-1-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 914349-32-9
Cat. No. CS-0154791
Purity≥98%
MDL No.MFCD05864777

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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tert-Butyl 3-iodo-5-nitro-1H-indole-1-carboxylate|CS-0154791

Structure of 914349-32-9

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Description

tert-Butyl 3-iodo-5-nitro-1H-indole-1-carboxylate features a sterically hindered tert-butyl ester group paired with electron-deficient iodine and nitro substituents at the 3- and 5-positions of the indole core. This configuration enables direct functionalization in cross-coupling reactions, offering stable access to complex heterocyclic architectures under standard conditions.

Application

tert-Butyl 3-iodo-5-nitro-1H-indole-1-carboxylate serves as a versatile building block for the synthesis of substituted indoles, enabling palladium-catalyzed cross-coupling reactions at the iodide site. The nitro group at C5 provides a handle for selective reduction and subsequent functionalization, while the tert-butyl ester offers stability and ease of removal under mild acidic conditions. Its bench-stable nature and compatibility with standard synthetic workflows make it well-suited for medicinal chemistry and process development applications.

General Information

CAS No. 914349-32-9
Cat. No. CS-0154791
Purity ≥98%
MDL No. MFCD05864777
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₃IN₂O₄
Molecular Weight 388.16
Synonym(s) 3-IODO-5-NITROINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
SMILES CC(C)(C)OC(=O)N1C=C(C2=C1C=CC(=C2)[N+](=O)[O-])I

Computational Chemistry Data

TPSA 74.37
LogP 3.9373
H_Acceptors 5
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

Quality Control

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Other Classifications

Building Blocks Functional Group Iodide

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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tert-Butyl 3-iodo-5-nitro-1H-indole-1-carboxylate

CAS No. 914349-32-9

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