68957-94-8 Usage
Description
Propylphosphonic anhydride is an organic compound that serves as a versatile reagent and promoter in various chemical reactions and synthesis processes.
Uses
Used in Pharmaceutical Industry:
Propylphosphonic anhydride is used as a coupling agent for the synthesis of bispyridine-based ligands, which act as bridging linkers in multinuclear platinum anticancer drugs. This application contributes to the development of novel and effective cancer treatments.
Used in Organic Chemistry Research:
Propylphosphonic anhydride is utilized as an efficient promoter in the Lossen rearrangement, a reaction that facilitates the synthesis of urea and carbamate derivatives. These compounds are essential in the creation of various pharmaceuticals, agrochemicals, and other organic compounds.
Used in Microwave-Assisted Synthesis:
In the field of microwave-assisted chemistry, propylphosphonic anhydride serves as an acid-activating agent for the direct synthesis of acid azides from carboxylic acids. This method accelerates the reaction process and enhances the yield of the desired products.
Used in Heterocyclic Chemistry:
Propylphosphonic anhydride is employed in the one-pot synthesis of various heterocyclic compounds, such as 1,2,4-oxadiazoles, 1,3,4-oxadiazoles, and 1,3,4-thiadiazoles, from carboxylic acids. These heterocyclic compounds have potential applications in pharmaceuticals, materials science, and other fields.
Used in Peptide Synthesis:
As an activating agent, propylphosphonic anhydride is used in the activation of the carboxyl group for hydroxyamidation and peptide coupling. This facilitates the one-pot conversion of carboxylic acids into hydroxamic acids, which are important intermediates in the synthesis of various organic compounds.
Used in Other Organic Synthesis:
Propylphosphonic anhydride is also used in the microwave-mediated synthesis of carbocyclic and heterocyclic fused quinolones, as well as in the one-pot synthesis of coumarins. These applications highlight its versatility as a reagent in organic synthesis.
Reaction
TP3 is an exceptional reagent for amide/peptide bond formation. The product is very easy to use and combines excellent?reaction selectivity, low epimerization, high yields and high product purities.
Conversions of acids and amides to nitriles under mild conditions.
Synthesis of urea and carbamate derivatives.
Formation of thioacids from N-protected amino acids and peptides.
Flammability and Explosibility
Notclassified
Check Digit Verification of cas no
The CAS Registry Mumber 68957-94-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,8,9,5 and 7 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 68957-94:
(7*6)+(6*8)+(5*9)+(4*5)+(3*7)+(2*9)+(1*4)=198
198 % 10 = 8
So 68957-94-8 is a valid CAS Registry Number.
InChI:InChI=1/C9H21O6P3/c1-4-7-16(10)13-17(11,8-5-2)15-18(12,14-16)9-6-3/h4-9H2,1-3H3
68957-94-8Relevant articles and documents
Synthesis method of 1-propyl phosphoric acid cyclic anhydride
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Paragraph 0055; 0059-0063; 0067-0071; 0075-0079; 0083-0086, (2020/09/16)
The invention provides a 1-propyl phosphoric acid cyclic anhydride synthesis method, which comprises: S1, carrying out a chlorination reaction on 1-propyl diethyl phosphate and a chlorination reagentto obtain a 1-propyl phosphorus dichloride intermediate; and S2, heating the 1-propyl phosphorus dichloride intermediate and 1-propyl diethyl phosphate to 100-300 DEG C, and carrying out a cyclizationreaction to obtain the 1-propyl phosphoric acid cyclic anhydride. The embodiment of the invention discloses a synthetic method of 1-propyl phosphoric acid cyclic anhydride. According to the method, diethyl 1-propylphosphate is used as a starting raw material, and chlorination is performed under the action of dichloromethane and thionyl chloride to prepare the 1-propylphosphorus dichloride intermediate, so that the product can be obtained by adopting simple, easily available and cheap raw materials through a two-step reaction, the production cost is low, and the method is suitable for industrial production.
An improved 1-propyl phosphonic acid of anhydrides and nitriles preparation method (by machine translation)
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Paragraph 0024; 0025, (2016/10/07)
The invention relates to an improved preparation method of 1-propylphosphoric cyclic anhydride, which comprises the following steps: 1) adding dimethylpropyl phosphate into an ionic liquid solvent while controlling the temperature at 0-80 DEG C, adding acetic anhydride at the same technical temperature within 1-3 hours, and heating to react under reflux for 1-8 hours to obtain a reaction solution, wherein the mol ratio of the ionic liquid solvent to the dimethylpropyl phosphate to the acetic anhydride is (10-15):(2.0-2.8):1; 2) after finishing refluxing, distilling the reaction solution at 80-140 DEG C under normal pressure to remove low-boiling-point substances; and 3) carrying out vacuum distillation on the distilled reaction solution at 235-260 DEG C to obtain the 1-propylphosphoric cyclic anhydride. The product prepared by the method is a colorless syrupy thick liquid; the yield is greater than or equal to 93%, and the content is 98-99.5%; and compared with the prior art, the yield and technique are greatly enhanced.
PROCESS
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Page/Page column 15-16, (2010/04/03)
The present invention relates to a process for recovering a phosphonic acid. The present invention also relates to the conversion of a phosphonic acid to a phosphonic acid anhydride.
