Ethyl 2-((1,3-dioxoisoindolin-2-yl)oxy)-2-methylpropanoate

Name: Ethyl 2-((1,3-dioxoisoindolin-2-yl)oxy)-2-methylpropanoate
Brand: ChemScene
Availability: InStock
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CAS No. 40674-21-3
Cat. No. CS-0528860
Purity≥95%
MDL No.MFCD23142753

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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+
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Ethyl 2-((1,3-dioxoisoindolin-2-yl)oxy)-2-methylpropanoate|CS-0528860

Structure of 40674-21-3

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General Information

CAS No. 40674-21-3
Cat. No. CS-0528860
Purity ≥95%
MDL No. MFCD23142753
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₅NO₅
Molecular Weight 277.27
Synonym(s) Ethyl 2-((1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)oxy)-2-methylpropionate
SMILES CC(C)(ON(C(C1=C2C=CC=C1)=O)C2=O)C(OCC)=O

Description

Ethyl 2-((1,3-dioxoisoindolin-2-yl)oxy)-2-methylpropanoate features a sterically hindered ester group flanked by a reactive isoindolinone moiety, enabling direct incorporation into complex molecular scaffolds. This bench-stable compound facilitates efficient conjugation in synthetic sequences requiring orthogonal reactivity and enhanced solubility in organic solvents.

Application

Ethyl 2-((1,3-dioxoisoindolin-2-yl)oxy)-2-methylpropanoate serves as a versatile building block for isoindolinone-based scaffolds prevalent in medicinal chemistry. The molecule combines a stable dioxoisoindoline moiety with a β-keto ester functionality, enabling facile functionalization via alkylation, condensation, and cyclization reactions. Its bench-stable nature and compatibility with standard purification protocols make it well-suited for iterative synthesis of complex heterocycles and API intermediates.

Synthesis

Route1
- 600-00-0
- In-stock
  
  524-38-9
- ~98%
- In-stock
  
  40674-21-3
References
- AICURIS GMBH and CO. KG; KLENKE, Burkhard; WIEGAND, Irith; SCHIFFER, Guido; BROETZ-OESTERHELT, Heike; MAITI, Samarendra N.; KHAN, Jehangir; REDDY, Andhe; YANG, Zhixiang; HENA, Mostafa; JIA, Guofeng; LIGONG, Ou; LIANG, Hong; YIP, Judy; GAO, Chuanjun; TAJAMMUL, Sabiha; MOHAMMAD, Rahim; BISWAJEET, Ganguli Patent: WO2013/110643 A1, 2013 ; Location in patent: Paragraph 00275-0277 ;
Route2
- In-stock
  
  524-38-9
- ~32%
- In-stock
  
  40674-21-3
References
- Bompart; Giral; Malicorne; Puygrenier European Journal of Medicinal Chemistry, 1988 , vol. 23, # 5 p. 457 - 464

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 72.91
LogP 1.5559
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 4

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indolin compounds

Key Words

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Ethyl 2-((1,3-dioxoisoindolin-2-yl)oxy)-2-methylpropanoate

CAS No. 40674-21-3

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