Lot numbers can be found on the outside label of a product:
Benzyl 2-(diethoxyphosphoryl)acetate
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CAS No. 7396-44-3
- Cat. No. CS-0103311
- Purity≥97%
- MDL No.MFCD09263511
*For research and further manufacturing use only, not for direct human use.
Structure of 7396-44-3
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General Information
- CAS No. 7396-44-3
- Cat. No. CS-0103311
- Purity ≥97%
- MDL No. MFCD09263511
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₃H₁₉O₅P
- Molecular Weight 286.26
- Synonym(s) NSC 133869
- SMILES O=C(CP(OCC)(OCC)=O)OCC1=CC=CC=C1
Description
Benzyl 2-(diethoxyphosphoryl)acetate delivers a reactive phosphonate handle for C–C bond formation, featuring a bench-stable diethoxyphosphoryl group flanked by a benzyloxy acetyl scaffold. This configuration enables efficient coupling in Negishi and Suzuki-Miyaura protocols, with enhanced tolerance to moisture and air during standard synthetic workflows.
Application
Benzyl 2-(diethoxyphosphoryl)acetate serves as a versatile synthon in carbonyl-alkylation and phosphorylation reactions, enabling efficient access to β-keto phosphonates under mild conditions. Its bench-stable nature and compatibility with diverse functional groups facilitate straightforward purification and integration into multi-step sequences. The molecule functions as a key building block for heterocyclic scaffolds and bioactive compound synthesis, particularly in the development of kinase inhibitors and phosphonate-containing analogs.
Synthesis
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Route1
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122-52-1 -
In-stock
5437-45-6 - ~98%
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In-stock
7396-44-3
References
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Ando, Kaori; Narumiya, Kenji; Takada, Hirokazu; Teruya, Taiji Organic Letters, 2010 , vol. 12, # 7 p. 1460 - 1463
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Route2
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In-stock
3095-95-2 -
100-39-0
- ~72%
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In-stock
7396-44-3
References
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Yadav, Saroj; Taylor, Carol M. Journal of Organic Chemistry, 2013 , vol. 78, # 11 p. 5401 - 5409
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Route3
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In-stock
3095-95-2
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79-37-8
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762-04-9
- ~%
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In-stock
7396-44-3
References
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Pfizer Inc. Patent: US4336368 A1, 1982 ;
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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 61.83
- LogP 2.9959
- H_Acceptors 5
- H_Donors 0
- Rotatable_Bonds 8
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