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

Name: 1-tert-Butyl 3-methyl 1H-indole-1,3-dicarboxylate
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 338760-26-2
Cat. No. CS-0041226
Purity≥98%
MDL No.MFCD06658476

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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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1-tert-Butyl 3-methyl 1H-indole-1,3-dicarboxylate|CS-0041226

Structure of 338760-26-2

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General Information

CAS No. 338760-26-2
Cat. No. CS-0041226
Purity ≥98%
MDL No. MFCD06658476
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₁₇NO₄
Molecular Weight 275.30
Synonym(s) methyl 1-tert-butoxycarbonyl-1H-indole-3-carboxylate
SMILES O=C(N1C=C(C(OC)=O)C2=C1C=CC=C2)OC(C)(C)C

Description

1-tert-Butyl 3-methyl 1H-indole-1,3-dicarboxylate features a sterically shielded tert-butyl group and a methyl-substituted indole core, enabling stable incorporation into complex heterocyclic architectures. The dicarboxylate moiety facilitates selective derivatization under mild conditions, supporting efficient access to bioactive indole frameworks in medicinal chemistry and materials synthesis.

Application

1-tert-Butyl 3-methyl 1H-indole-1,3-dicarboxylate serves as a versatile building block in the synthesis of indole-based scaffolds, enabling efficient access to functionalized heterocycles via standard coupling and deprotection protocols. The tert-butyl and methyl groups provide enhanced stability and favorable handling characteristics, while the dicarboxylate functionality supports orthogonal transformations. Its well-defined reactivity profile facilitates integration into medicinal chemistry and process development workflows.

Synthesis

Route1
- In-stock
  
  942-24-5
- In-stock
  
  24424-99-5
- ~96%
- In-stock
  
  338760-26-2
References
- GRUeNENTHAL GMBH Patent: WO2009/103552 A1, 2009 ; Location in patent: Page/Page column 31 ;
Route2
- 67-56-1
- 201230-82-2
- In-stock
  
  192189-07-4
- ~62%
- In-stock
  
  338760-26-2
References
- Koos, Peter; Gross, Ulrike; Polyzos, Anastasios; O'Brien, Matthew; Baxendale, Ian; Ley, Steven V. Organic and Biomolecular Chemistry, 2011 , vol. 9, # 20 p. 6903 - 6908

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 3.2111
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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

CAS No. 338760-26-2

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