1-tert-Butyl 2,3-dihydroindole-1,2-dicarboxylate

Name: 1-tert-Butyl 2,3-dihydroindole-1,2-dicarboxylate
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 137088-51-8
Cat. No. CS-0028340
Purity≥98%
MDL No.MFCD02682411

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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 2,3-dihydroindole-1,2-dicarboxylate|CS-0028340

Structure of 137088-51-8

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General Information

CAS No. 137088-51-8
Cat. No. CS-0028340
Purity ≥98%
MDL No. MFCD02682411
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₇NO₄
Molecular Weight 263.29
Synonym(s) INDOLINE-2-CARBOXYLIC ACID, N-BOC PROTECTED
SMILES CC(C)(C)OC(N1C2=C(C=CC=C2)CC1C(O)=O)=O

Description

1-tert-Butyl 2,3-dihydroindole-1,2-dicarboxylate serves as a robust, bench-stable scaffold for indole-based synthesis. The protected dihydroindole core facilitates direct functionalization at C2 and C3 positions, enabling efficient access to complex heterocycles. This dicarboxylate moiety enhances solubility in organic media while maintaining compatibility with standard coupling and cyclization protocols.

Application

1-tert-Butyl 2,3-dihydroindole-1,2-dicarboxylate serves as a versatile scaffold for the synthesis of indole-based heterocycles and bioactive molecules. Its dihydroindole core enables direct functionalization at C2 and C3 positions, while the tert-butyl ester groups offer orthogonal protection and facile deprotection under mild acidic conditions. The compound exhibits excellent bench stability and compatibility with standard coupling reactions, facilitating efficient access to complex molecular architectures in medicinal chemistry and process development workflows.

Synthesis

Route1
- In-stock
  
  24424-99-5
- 16851-56-2
- ~97%
- In-stock
  
  137088-51-8
References
- Kwak, Jae-Hwan; Kim, Yoseob; Park, Hyunjeong; Jang, Jae-Yong; Lee, Keun Kuk; Yi, Wonhui; Kwak, Jeong-Ah; Park, Song-Gyu; Kim, Hwanmook; Lee, Kiho; Kang, Jong Soon; Han, Sang-Bae; Hwang, Bang Yeon; Hong, Jin Tae; Jung, Jae-Kyung; Kim, Youngsoo; Cho, Jungsook; Lee, Heesoon Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 15 p. 4620 - 4623

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 66.84
LogP 2.4374
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic heterocycle compounds Indolin compounds

Key Words

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1-tert-Butyl 2,3-dihydroindole-1,2-dicarboxylate

CAS No. 137088-51-8

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