tert-Butyl 1H-indole-1-carboxylate

Name: tert-Butyl 1H-indole-1-carboxylate
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CAS No. 75400-67-8
Cat. No. CS-0008655
Purity≥95%
MDL No.MFCD02093939

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tert-Butyl 1H-indole-1-carboxylate|CS-0008655

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General Information

CAS No. 75400-67-8
Cat. No. CS-0008655
Purity ≥95%
MDL No. MFCD02093939
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₅NO₂
Molecular Weight 217.26
Synonym(s) tert-Butyl 1-indolecarboxylate
SMILES O=C(N1C=CC2=C1C=CC=C2)OC(C)(C)C

Description

tert-Butyl 1H-indole-1-carboxylate serves as a protected indole scaffold for synthetic transformations, featuring a bench-stable tert-butyl ester that enables selective functionalization at the nitrogen atom. This derivative facilitates efficient access to diverse indole-based architectures in medicinal chemistry and materials science.

Application

tert-Butyl 1H-indole-1-carboxylate serves as a stable, bench-ready indole protecting group derivative that facilitates C1 functionalization in synthetic sequences. Its tert-butyl carbamate moiety enables selective deprotonation and electrophilic substitution at the indole C3 position, with orthogonal cleavage under mild acidic conditions. The compound exhibits excellent functional group tolerance and simplifies purification in multi-step heterocyclic synthesis.

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 : H227
Precautionary Statements : P210-P235-P280-P370+P378-P501

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Computational Chemistry Data

TPSA 31.23
LogP 3.4245
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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tert-Butyl 1H-indole-1-carboxylate

CAS No. 75400-67-8

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