tert-Butyl 1H-indol-5-ylcarbamate

Name: tert-Butyl 1H-indol-5-ylcarbamate
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CAS No. 184031-16-1
Cat. No. CS-0154667
Purity≥98%
MDL No.MFCD04114771

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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 1H-indol-5-ylcarbamate|CS-0154667

Structure of 184031-16-1

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General Information

CAS No. 184031-16-1
Cat. No. CS-0154667
Purity ≥98%
MDL No. MFCD04114771
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₆N₂O₂
Molecular Weight 232.28
Synonym(s) tert-butyl N-(1H-indol-5-yl)carbamate
SMILES CC(C)(C)OC(=O)NC1=CC=C2C(=C1)C=CN2

Description

tert-Butyl 1H-indol-5-ylcarbamate features a protected indole nitrogen and a tert-butyl carbamate group, enabling stable incorporation into complex molecular architectures. This derivative serves as a key intermediate in the synthesis of functionalized indoles, particularly in medicinal chemistry applications where selective N-acylation or cross-coupling reactions are required under standard conditions.

Application

tert-Butyl 1H-indol-5-ylcarbamate serves as a stable, bench-ready building block for indole-based medicinal chemistry. The tert-butyl carbamate group provides orthogonal protection for primary amines, enabling selective functionalization at the indole C5 position. It facilitates Pd-catalyzed cross-coupling reactions and supports downstream transformations such as deprotection to the free amine or incorporation into heterocyclic scaffolds. Its stability under standard reaction conditions and ease of purification make it ideal for multi-step synthesis workflows in API development.

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

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Computational Chemistry Data

TPSA 54.12
LogP 3.5149
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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tert-Butyl 1H-indol-5-ylcarbamate

CAS No. 184031-16-1

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