tert-Butyl 3-(2-methoxy-2-oxoethyl)-1H-indole-1-carboxylate

Name: tert-Butyl 3-(2-methoxy-2-oxoethyl)-1H-indole-1-carboxylate
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CAS No. 370562-34-8
Cat. No. CS-0060910
Purity≥95%
MDL No.MFCD11976742

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Excepted Quantity	$0.00
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tert-Butyl 3-(2-methoxy-2-oxoethyl)-1H-indole-1-carboxylate|CS-0060910

Structure of 370562-34-8

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General Information

CAS No. 370562-34-8
Cat. No. CS-0060910
Purity ≥95%
MDL No. MFCD11976742
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₁₉NO₄
Molecular Weight 289.33
Synonym(s) None
SMILES O=C(OC)CC1=CN(C(OC(C)(C)C)=O)C2=C1C=CC=C2

Description

tert-Butyl 3-(2-methoxy-2-oxoethyl)-1H-indole-1-carboxylate features a sterically shielded tert-butyl ester paired with a methoxy-substituted acetyl handle, enabling facile deprotection and integration into complex indole architectures. This bench-stable derivative supports efficient synthesis of functionalized indoles under standard conditions.

Application

tert-Butyl 3-(2-methoxy-2-oxoethyl)-1H-indole-1-carboxylate serves as a versatile building block for indole-based scaffolds, enabling efficient access to functionalized indoles via mild deprotection and subsequent transformations. The pendant methoxyketone group facilitates aldol-type condensations and nucleophilic additions, while the tert-butyl carbamate offers orthogonal protection compatible with standard synthetic workflows. Bench-stable and readily purified by flash chromatography, it supports scalable synthesis of complex heterocycles and medicinal chemistry intermediates.

Synthesis

Route1
- In-stock
  
  87-51-4
- ~%
- In-stock
  
  370562-34-8
References
- Davies; Townsend Journal of Organic Chemistry, 2001 , vol. 66, # 20 p. 6595 - 6603

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

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Computational Chemistry Data

TPSA 57.53
LogP 3.14
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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tert-Butyl 3-(2-methoxy-2-oxoethyl)-1H-indole-1-carboxylate

CAS No. 370562-34-8

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