1-tert-Butyl 6-methyl 3-bromo-1H-indole-1,6-dicarboxylate

Name: 1-tert-Butyl 6-methyl 3-bromo-1H-indole-1,6-dicarboxylate
Brand: ChemScene
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CAS No. 479552-81-3
Cat. No. CS-0161774
Purity≥97%
MDL No.MFCD30067555

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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1-tert-Butyl 6-methyl 3-bromo-1H-indole-1,6-dicarboxylate|CS-0161774

Structure of 479552-81-3

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General Information

CAS No. 479552-81-3
Cat. No. CS-0161774
Purity ≥97%
MDL No. MFCD30067555
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₁₆BrNO₄
Molecular Weight 354.20
Synonym(s) 1-tert-Butyl-6-methyl-3-bromo-1H-indole-1,6-dicarboxylate
SMILES O=C(N1C=C(Br)C2=C1C=C(C(OC)=O)C=C2)OC(C)(C)C

Description

1-tert-Butyl 6-methyl 3-bromo-1H-indole-1,6-dicarboxylate is a sterically hindered, bench-stable indole derivative featuring orthogonal functional handles. The tert-butyl and methyl groups enhance solubility and stability, while the bromo substituent enables facile cross-coupling. This molecule serves as a key building block for diversifying indole scaffolds in medicinal chemistry and materials synthesis.

Application

1-tert-Butyl 6-methyl 3-bromo-1H-indole-1,6-dicarboxylate serves as a versatile building block for the synthesis of substituted indole scaffolds in medicinal chemistry and agrochemical research. The bromo group enables palladium-catalyzed cross-coupling reactions, while the tert-butyl ester and methyl substituents offer orthogonal functionalization potential. Its bench-stable nature and compatibility with standard synthetic protocols facilitate efficient access to complex heterocyclic architectures.

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
Precautionary Statements : P264-P270-P330

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Computational Chemistry Data

TPSA 57.53
LogP 3.9736
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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1-tert-Butyl 6-methyl 3-bromo-1H-indole-1,6-dicarboxylate

CAS No. 479552-81-3

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