Lot numbers can be found on the outside label of a product:
Methyl 2,2-diethoxyacetimidate
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CAS No. 76742-48-8
- Cat. No. CS-D0563
- Purity≥96%
- MDL No.MFCD12031316
*For research and further manufacturing use only, not for direct human use.
Structure of 76742-48-8
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General Information
- CAS No. 76742-48-8
- Cat. No. CS-D0563
- Purity ≥96%
- MDL No. MFCD12031316
- Storage -20°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₁₅NO₃
- Molecular Weight 161.20
- Synonym(s) Methyl diethoxyacetimidate
- SMILES CCOC(C(OC)=N)OCC
Description
Methyl 2,2-diethoxyacetimidate serves as a stable, bench-ready synthon for imine-based transformations. Featuring a protected imino group flanked by two ethoxy substituents, it enables reliable access to α-aminocarbonyl derivatives under mild conditions. The diethoxy acetal moiety enhances stability while maintaining reactivity in nucleophilic addition sequences.
Application
Methyl 2,2-diethoxyacetimidate serves as a reliable enol ether equivalent for the synthesis of α,α-disubstituted amides and imines. Its bench-stable nature and compatibility with mild acid conditions enable efficient access to diverse heterocyclic scaffolds, including pyrrolidines and oxazolidinones. The diethoxy group enhances solubility and facilitates purification, while the imidate functionality reacts selectively with electrophiles under standard conditions, offering predictable outcomes in multi-step sequences.
Synthesis
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Route1
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In-stock
6136-93-2 -
124-41-4 - ~93%
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In-stock
76742-48-8
References
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BRISTOL-MYERS SQUIBB COMPANY; JOHNSON, James A.; LLOYD, John; FINLAY, Heather; JIANG, Ji; NEELS, James; DHONDI, Naveen Kumar; GUNAGA, Prashantha; BANERJEE, Abhisek; ADISECHAN, Ashokkumar Patent: WO2011/28741 A1, 2011 ; Location in patent: Page/Page column 341 ; WO 2011/028741 A1
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Route2
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In-stock
6136-93-2
- ~93%
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In-stock
76742-48-8
References
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AstraZeneca AB Patent: US7235559 B1, 2007 ; US 7235559 B1
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Route3
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67-56-1
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In-stock
6136-93-2
- ~67%
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In-stock
76742-48-8
References
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Zhang, Lei; Rogers, Bruce N.; Duplantier, Allen J.; McHardy, Stanley F.; Efremov, Ivan; Berke, Helen; Qian, Weimin; Zhang, Andy Q.; Maklad, Noha; Candler, John; Doran, Angela C.; Lazzaro Jr., John T.; Ganong, Alan H. Bioorganic and Medicinal Chemistry Letters, 2008 , vol. 18, # 20 p. 5493 - 5496
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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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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Quality Control
Computational Chemistry Data
- TPSA 51.54
- LogP 1.00917
- H_Acceptors 4
- H_Donors 1
- Rotatable_Bonds 5
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Key Words
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