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DIETHYL (PHTHALIMIDOMETHYL)PHOSPHONATE is a white to off-white crystalline powder that serves as a versatile reagent in various chemical reactions and applications. It is known for its ability to participate in Horner-Wadsworth-Emmons reactions, which are significant in the synthesis of complex organic molecules.

33512-26-4

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33512-26-4 Usage

Uses

Used in Pharmaceutical Industry:
DIETHYL (PHTHALIMIDOMETHYL)PHOSPHONATE is used as a reagent for Horner-Wadsworth-Emmons reactions, which are crucial in the synthesis of various pharmaceutical compounds. This application is essential for creating new drugs and improving the efficiency of existing ones.
Used in Biochemical Research:
In the field of biochemical research, DIETHYL (PHTHALIMIDOMETHYL)PHOSPHONATE is used for the preparation of macrocyclic phosphorous acid analogs. These analogs act as inhibitors of HCV-NS3 protease, a key enzyme in the life cycle of the Hepatitis C virus. By inhibiting this enzyme, the compound can potentially help in the development of treatments for Hepatitis C.
Used in Medical Imaging:
DIETHYL (PHTHALIMIDOMETHYL)PHOSPHONATE is also utilized in the synthesis of dendrimer-based pH-responsive MRI contrast agents. These agents are essential for enhancing the visibility of specific tissues and organs in magnetic resonance imaging (MRI), allowing for more accurate diagnoses and better treatment planning.
Overall, DIETHYL (PHTHALIMIDOMETHYL)PHOSPHONATE is a valuable compound with diverse applications in the pharmaceutical, biochemical research, and medical imaging industries, contributing to the development of new drugs, treatments, and diagnostic tools.

Synthesis Reference(s)

Synthesis, p. 909, 1994 DOI: 10.1055/s-1994-25599

Check Digit Verification of cas no

The CAS Registry Mumber 33512-26-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,3,5,1 and 2 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 33512-26:
(7*3)+(6*3)+(5*5)+(4*1)+(3*2)+(2*2)+(1*6)=84
84 % 10 = 4
So 33512-26-4 is a valid CAS Registry Number.

33512-26-4 Well-known Company Product Price

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  • (Code)Product description
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  • TCI America

  • (P1193)  Diethyl (Phthalimidomethyl)phosphonate  >98.0%(GC)

  • 33512-26-4

  • 5g

  • 300.00CNY

  • Detail
  • TCI America

  • (P1193)  Diethyl (Phthalimidomethyl)phosphonate  >98.0%(GC)

  • 33512-26-4

  • 25g

  • 1,050.00CNY

  • Detail
  • Alfa Aesar

  • (B21096)  Diethyl (phthalimidomethyl)phosphonate, 97%   

  • 33512-26-4

  • 5g

  • 648.0CNY

  • Detail
  • Alfa Aesar

  • (B21096)  Diethyl (phthalimidomethyl)phosphonate, 97%   

  • 33512-26-4

  • 25g

  • 2207.0CNY

  • Detail
  • Aldrich

  • (366226)  Diethyl(phthalimidomethyl)phosphonate  97%

  • 33512-26-4

  • 366226-25G

  • 1,882.53CNY

  • Detail

33512-26-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(diethoxyphosphorylmethyl)isoindole-1,3-dione

1.2 Other means of identification

Product number -
Other names (Phthalimidomethyl)phosphonic Acid Diethyl Ester

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:33512-26-4 SDS

33512-26-4Relevant articles and documents

Synthesis of ω-phthalimidoalkylphosphonates

Chun,Park,Oh,Hong,Kim

, p. 909 - 910 (1994)

Diethyl phthalimidoalkylphosphonates were synthesized by the reaction of diethyl bromoalkylphosphonates with N-(tert-butyldimethylsilyl)phthalimide in the presence of tetrabutylammonium fluoride.

Elucidating the Reaction Pathway of Decarboxylation-Assisted Olefination Catalyzed by a Mononuclear Non-Heme Iron Enzyme

Yu, Cheng-Ping,Tang, Yijie,Cha, Lide,Milikisiyants, Sergey,Smirnova, Tatyana I.,Smirnov, Alex I.,Guo, Yisong,Chang, Wei-Chen

supporting information, p. 15190 - 15193 (2018/11/23)

Installation of olefins into molecules is a key transformation in organic synthesis. The recently discovered decarboxylation-assisted olefination in the biosynthesis of rhabduscin by a mononuclear non-heme iron enzyme (P.IsnB) represents a novel approach in olefin construction. This method is commonly employed in natural product biosynthesis. Herein, we demonstrate that a ferryl intermediate is used for C-H activation at the benzylic position of the substrate. We further establish that P.IsnB reactivity can be switched from olefination to hydroxylation using electron-withdrawing groups appended on the phenyl moiety of the analogues. These experimental observations imply that a pathway involving an initial C-H activation followed by a benzylic carbocation species or by electron transfer coupled β-scission is likely utilized to complete C=C bond formation.

New advances in the synthesis of tripyridinophane macrocycles suitable to enhance the luminescence of Ln(III) ions in aqueous solution

Leygue, Nadine,Perez e I?iguez De Heredia, Aritz,Galaup, Chantal,Benoist, Eric,Lamarque, Laurent,Picard, Claude

, p. 4272 - 4287 (2018/07/06)

A series of four new 18-membered hexaaza macrocyclic ligands bearing three endocyclic pyridine units and acetate or methylenephosphonate pendant arms has been prepared. The new synthetic procedure is based on the use of amine and diamine precursors incorporating masked carboxylate or phosphonate functions and on an efficient sodium template effect which controls the crucial macrocyclization step (yields of macrocyclization reactions: 62–88%). This procedure appears as a suitable alternative compared to the classical Richman-Atkins methodology generally used for the preparation of this class of macrocycles. As demonstrated with the EuIII and TbIII complexes derived from two ligands, these tripyridinophane chelators form luminescent and stable mononuclear LnIII complexes in aqueous solution at physiological pH. In such a medium, TbIII complexes exhibit a brightness of 1700 (λexc = 279 nm) and 3000 (λexc = 268 nm) M?1 cm?1.

THIENOPYRIMIDINE INHIBITORS OF FARNESYL AND/OR GERANYLGERANYL PYROPHOSPHATE SYNTHASE

-

Page/Page column 39, (2014/06/11)

The present invention relates to novel compounds, compositions containing same and methods for inhibiting human farnesyl pyrophosphate synthase or for the treatment or prevention of disease conditions using said compounds;

A novel and efficient route for the preparation of atorvastatin

Gao, Jian,Guo, Yang Hui,Wang, Ya Ping,Wang, Xiang Jing,Xiang, Wen Sheng

scheme or table, p. 1159 - 1162 (2012/01/16)

A novel and efficient synthetic method of atorvastatin was described. The key step of the synthesis was the construction of the olefin linkage between the chiral side chain and skeleton via a Horner-Wadsworth-Emmons reaction, resulting in the advanced intermediate of atorvastatin under hydrogenation of the olefin over Pd/C. This novel method is more useful for the practical synthesis of atorvastatin than its document reported methods.

NOVEL PYRROLE DERIVATIVES AND THEIR SYNTHESIS

-

Page/Page column 4, (2011/11/06)

The present invention relates to two novel pyrrole derivatives [3-Phenyl-4-(phenylcarbamoyl)-2-(4-fluorophenyl)-5-(1-methylethyl)-pyrrole-1-yl]methyl(diphenyl)phosphine oxide and Diethyl [3-Phenyl-4-(phenylcarbamoyl)-2-(4-fluorophenyl)-5-(1-methylethyl)-pyrrole-1-yl]methylphosphonate. These pyrrole derivatives can be used as intermediates for the synthesis of the anticholesterol drug atorvastatin.

Efficient synthesis routes for various phthalimido phosphor esters as antimicrobial agents in terms of structure-activity relationship

Abdou, Wafaa Mahmoud,Khidre, Rizk E.

experimental part, p. 219 - 228 (2010/08/05)

A series of phthalimido phosphor derivatives α-amino-phosphonates, amidophosphonates, phosphonic acid diamides, and oxadiazaphospholes-were prepared by applying different types of phosphorus(III) reagents to 2-methoxy-1H-isoindole-1,3(2H)-dione and 2-anilino-1H-isoindole-1,3(2H)-dione. On the basis of bioassay results, some of the new phosphoryl imides could be considered as lead molecules to be modified in order to improve their antibiotic activity. Springer-Verlag 2010.

A SET OF GELDANAMYCIN DERIVATIVES AND THEIR PREPARATION METHODS

-

Page/Page column 24, (2010/12/17)

A set of geldanamycin derivatives and their preparation methods. Pharmaceutical compositions comprising the said compounds as an active ingredient which are used as antivirus and antitumor agents. The said derivatives are used in the manufacture of heat shock protein 90(Hsp 90) inhibiting agents which have the utility as antivirus and antitumor agents.

Synthesis and relaxometric studies of a dendrimer-based pH-responsive MRI contrast agent

Ali, M. Meser,Woods, Mark,Caravan, Peter,Opina, Ana C. L.,Spiller, Marga,Fettinger, James C.,Sherry, A. Dean

body text, p. 7250 - 7258 (2009/09/06)

The design of effective pH responsive MRI contrast agents is a key goal in the development of new diagnostic methods for conditions such as kidney disease and cancer. A key factor determining the effectiveness of an agent is the difference between the rel

pH sensitive MRI contrast agents

-

Page column 7, (2008/06/13)

A composition and method is disclosed for providing a magnetic resonance imaging contrast agent that is sensitive to pH, the compound and salts thereof including, a tetraaza base having a spacer at each of the amide groups, and a proton exchange attached to each of the spacer molecules, wherein the proton exchange group groups mediate proton exchange with water molecules that are trapped within the tetraaza base molecule.

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