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Methyl diethylphosphonoacetate is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

1067-74-9

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1067-74-9 Usage

Chemical Properties

Clear colorless to slightly yellow liquid

Uses

Methyl diethylphosphonoacetate is used as a reagent in the preparation of allylic fluorides compounds and in regioselective Diels-Alder reactions. It also serves as a reactant in the preparation of substituted thiophenes and furans, which finds application in type 2 diabetes treatment. Further, it acts as a precursor in the synthesis of pyridone alkaloids and immunosuppressive cyclopentanediol derivatives. In addition to this, it is utilized in the modification of botulinum neurotoxin serotype A protease inhibitors.

Check Digit Verification of cas no

The CAS Registry Mumber 1067-74-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,0,6 and 7 respectively; the second part has 2 digits, 7 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 1067-74:
(6*1)+(5*0)+(4*6)+(3*7)+(2*7)+(1*4)=69
69 % 10 = 9
So 1067-74-9 is a valid CAS Registry Number.
InChI:InChI=1/C7H15O5P/c1-4-7(5-2,6(8)12-3)13(9,10)11/h4-5H2,1-3H3,(H2,9,10,11)

1067-74-9 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (D2873)  Methyl Diethylphosphonoacetate  >96.0%(GC)

  • 1067-74-9

  • 5g

  • 280.00CNY

  • Detail
  • TCI America

  • (D2873)  Methyl Diethylphosphonoacetate  >96.0%(GC)

  • 1067-74-9

  • 25g

  • 990.00CNY

  • Detail
  • Alfa Aesar

  • (A10644)  Methyl diethylphosphonoacetate, 97%   

  • 1067-74-9

  • 25g

  • 859.0CNY

  • Detail
  • Alfa Aesar

  • (A10644)  Methyl diethylphosphonoacetate, 97%   

  • 1067-74-9

  • 100g

  • 2444.0CNY

  • Detail
  • Alfa Aesar

  • (A10644)  Methyl diethylphosphonoacetate, 97%   

  • 1067-74-9

  • 500g

  • 5866.0CNY

  • Detail
  • Aldrich

  • (158763)  Methyldiethylphosphonoacetate  97%

  • 1067-74-9

  • 158763-10G

  • 724.23CNY

  • Detail
  • Aldrich

  • (158763)  Methyldiethylphosphonoacetate  97%

  • 1067-74-9

  • 158763-50G

  • 2,427.75CNY

  • Detail

1067-74-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Methyl diethylphosphonoacetate

1.2 Other means of identification

Product number -
Other names diethyl methoxycarbonylmethyl-phosphonate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1067-74-9 SDS

1067-74-9Relevant articles and documents

Design, synthesis and activity of bisubstrate, transition-state analogues and competitive inhibitors of aspartate transcarbamylase

Grison, Claude,Coutrot, Philippe,Comoy, Corinne,Balas, Laurence,Joliez, Stephane,Lavecchia, Guido,Oliger, Patrick,Penverne, Bernadette,Serre, Valerie,Herve, Guy

, p. 333 - 344 (2004)

Aspartate transcarbamylase initiates the de novo biosynthetic pathway for the production of the pyrimidine nucleotides, precursors of nucleic acids. This pathway is particularly active in rapidly growing cells and tissues. Thus, this enzyme has been tested as a potential target for antiproliferative drugs. In the present work, on the basis of its structural and mechanistic properties, a series of substrate analogues, including potential suicide-pseudosubstrates was synthesized and their putative inhibitory effects were tested using E. coli aspartate transcarbamylase as a model. Two of these compounds appear to be very efficient inhibitors of this enzyme.

Facile Two-Step Synthesis of Methyl Bis(2,2,2-trifluoroethyl)phosphonoacetate by Exploiting Garegg-Samuelsson Reaction Conditions

Sano, Shigeki,Matsumoto, Tomoya,Toguchi, Munehisa,Nakao, Michiyasu

supporting information, p. 1461 - 1464 (2018/04/24)

A facile two-step synthesis of methyl bis(2,2,2-trifluoroethyl)phosphonoacetate (Still-Gennari reagent) has been developed by exploiting Garegg-Samuelsson reaction conditions. Starting from trimethyl phosphonoacetate, Still-Gennari reagent was prepared in 94% yield via methyl 2-{bis[(trimethylsilyl)oxy]phosphoryl}acetate intermediate. This synthetic procedure was also used to prepare some kinds of Horner-Wadsworth-Emmons reagents and related compounds.

Design, synthesis and SAR study of novel sulfonylureas containing an alkenyl moiety

Wei, Wei,Cheng, Dandan,Liu, Jingbo,Li, Yuxin,Ma, Yi,Li, Yonghong,Yu, Shujing,Zhang, Xiao,Li, Zhengming

, p. 8356 - 8366 (2016/09/09)

A series of sulfonylurea compounds was designed and synthesized via introducing an alkenyl moiety into the aryl-5 position and most title compounds exhibited enhanced antifungal activities and limited herbicidal activities compared with chlorsulfuron. Then, a CoMSIA calculation for antifungal activities was carried out to establish a 3D-QSAR model in which a cross-validated q2 of 0.585 and a correlation coefficient r2 of 0.989 were obtained. The derived model revealed that hydrophobic and electrostatic fields were the two most important factors for antifungal activity. Structure optimization was performed according to the CoMSIA model and compound 9z was found to be as potent as chlorothalonil in vitro against C. cornigerum, the pathogen of the wheat sharp eyespot disease. In order to study the fungicidal mechanism, 9z was successfully docked into yeast AHAS using a flexible molecular docking method and the resulting binding pattern was similar to that of chlorimuron-ethyl, indicating that the antifungal activity of compounds 9 was probably due to the inhibition of fungal AHAS.

A catalytic Michael/Horner-Wadsworth-Emmons cascade reaction for enantioselective synthesis of thiochromenes

Choudhury, Abhijnan Ray,Mukherjee, Santanu

supporting information, p. 1989 - 1995 (2013/08/23)

A catalytic enantioselective sulfa-Michael/Horner-Wadsworth-Emmons reaction cascade has been developed, taking advantage of phosphonate as an electrophilic activator and a traceless binding site. Using a chiral bifunctional urea derivative as the catalyst, a variety of aryl and heteroaryl substituted thiochromenes was obtained in excellent yield with a high level of enantioselectivity. Copyright

Contribution of cinnamic acid analogues in rosmarinic acid to inhibition of snake venom induced hemorrhage

Aung, Hnin Thanda,Furukawa, Tadashi,Nikai, Toshiaki,Niwa, Masatake,Takaya, Yoshiaki

experimental part, p. 2392 - 2396 (2011/05/12)

In our previous paper, we reported that rosmarinic acid (1) of Argusia argentea could neutralize snake venom induced hemorrhagic action. Rosmarinic acid (1) consists of two phenylpropanoids: caffeic acid (2) and 3-(3,4-dihydroxyphenyl)lactic acid (3). In this study, we investigated the structural requirements necessary for inhibition of snake venom activity through the use of compounds, which are structurally related to rosmarinic acid (1). By examining anti-hemorrhagic activity of cinnamic acid analogs against Protobothrops flavoviridis (Habu) venom, it was revealed that the presence of the E-enoic acid moiety (-CHCH-COOH) was critical. Furthermore, among the compound tested, it was concluded that rosmarinic acid (1) (IC50 0.15 μM) was the most potent inhibitor against the venom.

Mild and catalytic transesterification reaction using K2HPO 4 for the synthesis of methyl esters

Shinada, Tetsuro,Hamada, Makoto,Miyoshi, Kota,Higashino, Masato,Umezawa, Taiki,Ohfune, Yasufumi

experimental part, p. 2141 - 2145 (2010/11/02)

K2HPO4 is an efficient catalyst for the transesterification reaction to produce methyl esters. Various functional groups are compatible under the mild reaction conditions. Georg Thieme Verlag Stuttgart New York.

Asymmetric synthesis of Sedum alkaloids via lithium amide conjugate addition

Davies, Stephen G.,Fletcher, Ai M.,Roberts, Paul M.,Smith, Andrew D.

experimental part, p. 10192 - 10213 (2010/02/28)

Conjugate addition of lithium (R)-N-allyl-N-(α-methylbenzyl)amide or lithium (R)-N-but-3-enyl-N-(α-methylbenzyl)amide to an alkyl hexa-2,4-dienoate or alkyl hepta-2,6-dienoate, followed by ring-closing metathesis of the olefin functionalities within the resultant β-amino ester, generates a range of diastereoisomerically pure azacycles in good yield. These homochiral templates are readily transformed to a range of piperidine alkaloids of the Sedum family, and the corresponding five-, seven- and eight-membered ring homologues.

Scandium triflate catalyzed transesterification of carboxylic esters

Remme, Nicole,Koschek, Katharina,Schneider, Christoph

, p. 491 - 493 (2007/12/27)

The direct transesterification of carboxylic esters is efficiently catalyzed with Sc(OTf)3 (10 mol%) in boiling alcoholic solvent. Methyl, ethyl, isopropyl, and allyl esters were prepared from a broad range of different substrates in high yields. The application of microwave irradiation led to significantly reduced reaction times. Georg Thieme Verlag Stuttgart.

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