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Chemical Structure| 3095-95-2 Chemical Structure| 3095-95-2
Chemical Structure| 3095-95-2

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2-(Diethoxyphosphoryl)acetic acid can be used as a nucleophile for nucleophilic addition reactions for synthesis of allene epoxides.

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Product Details of Diethylphosphonoacetic acid

CAS No. :3095-95-2
Formula : C6H13O5P
M.W : 196.14
SMILES Code : O=C(O)CP(OCC)(OCC)=O
MDL No. :MFCD00192032
InChI Key :DVQMPWOLBFKUMM-UHFFFAOYSA-N
Pubchem ID :36704

Safety of Diethylphosphonoacetic acid

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Diethylphosphonoacetic acid

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 3095-95-2 ]

[ 3095-95-2 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 3095-95-2 ]
  • [ 1791-13-5 ]
  • [ 189264-23-1 ]
  • 2
  • [ 3095-95-2 ]
  • [ 78775-11-8 ]
  • 3-(4-bromo-3-methylphenyl)acrylic acid [ No CAS ]
  • 3
  • [ 3095-95-2 ]
  • [ 71574-33-9 ]
  • 2-[(N-diethylphosphonoacetyl)amino]-4,5-dimethylthiazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20℃; for 24h; Step M. A solution of <strong>[71574-33-9]2-amino-4,5-dimethylthiazole hydrochloride</strong> (2 mmole) and diethyl phosphonoacetica acid (1 mmole) in DMF (5 ML) was treated with EDCI (1.5 mmole), HOBt (1.5 mmole) and triethylamine (2 mmole) at room temperature for 24 h.. The reaction was subjected to evaporation, extraction and chromatography to give 2-[(N-diethylphosphonoacetyl)amino]-4,5-dimethylthiazole as a yellow solid, which was subjected to Step D of Example 18 followed by Step C of Example 3 to give 4,5-dimethyl-2-[(N-phosphonoacetyl)amino]thiazole (18.7) as a light brown solid. Mp>250 C. Anal. Calcd. for C7H11N2O4PS: C: 33.60; H: 4.43; N: 11.20. Found: C: 33.62; H: 4.29; N: 10.99.
  • 4
  • [ 3095-95-2 ]
  • [ 37785-48-1 ]
  • 3,4,5-trimethoxyphenethyl 2-(diethoxyphosphoryl)acetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
95% With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethyl acetate; toluene; at 20℃; for 4h;Inert atmosphere; General procedure: To a stirred solution of alcohol 9 (8.00mmol) in toluene (40mL) under argon were added sequentially diethyl phosphonoacetic acid (1.35mL, 8.40mmol), DIPEA (3.62mL, 20.8mmol) and propyl phosphonic anhydride (6.62g, 10.4mmol, 50% w/w solution in ethyl acetate/THF). The solution was stirred at rt for 4h after which time it was diluted with water (50mL) and extracted with ethyl acetate (3×100mL) followed by sequential washing of the combined organic extracts with 10% aqHCl (50mL), satd aqNaHCO3 (50mL) and brine (50mL). The organic extracts were dried over MgSO4 and concentrated in vacuo, affording the alpha-(diethoxyphosphoryl)acetate product 10, which was used without further purification.
  • 5
  • [ 3095-95-2 ]
  • [ 3929-47-3 ]
  • 3-(3,4-dimethoxyphenyl)propyl 2-(diethoxyphosphoryl)acetate [ No CAS ]
 

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