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CS-W001157 4
Total: USD 88.00

Dimethyl phenylphosphonate

  • CAS No. 2240-41-7

  • Cat. No. CS-W022633
  • Molecule weight186.15
  • Purity≥98%
  • MDL No.MFCD00059292

*For research and further manufacturing use only, not for direct human use.

Dimethyl phenylphosphonate|CS-W022633

Structure of 2240-41-7

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General Information

  • CAS No. 2240-41-7
  • Cat. No. CS-W022633
  • Purity ≥98%
  • MDL No. MFCD00059292
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₁O₃P
  • Molecular Weight 186.15
  • Synonym(s) Phenylphosphonicaciddimethylester
  • SMILES O=P(C1=CC=CC=C1)(OC)OC

Description

trans-4-(Boc-amino)cyclohexaneacetaldehyde is an intermediate for the synthesis of cariprazine (C183490), a novel antipsychotic acting on dopamine D3/D2 receptors.

Application

Dimethyl phenylphosphonate serves as a reliable reagent for the synthesis of phosphonate esters and phosphorus-containing heterocycles. It functions effectively in Horner-Wadsworth-Emmons reactions, enabling selective olefination of aldehydes with high stereoselectivity. The compound exhibits excellent bench stability, minimal moisture sensitivity, and facilitates straightforward purification, making it well-suited for scalable laboratory synthesis and process development in medicinal chemistry workflows.

Synthesis

  • Route1
    • null|null
      824-72-6
    • ~81%
    • In-stock
      Dimethyl phenylphosphonate|CS-W022633
      2240-41-7

    References

    • Storer, Richard; Dousson, Cyril; Alexandre, Francois-Rene; Roland, Arlene Patent: US2006/74054 A1, 2006 ; Location in patent: Page/Page column 134 ;
  • Route2
    • In-stock
      2-(Trimethylsilyl)phenyl trifluoromethanesulfonate|CS-W007378
      88284-48-4
    • null|null
      121-45-9
    • ~90%
    • In-stock
      Dimethyl phenylphosphonate|CS-W022633
      2240-41-7

    References

    • COUNCIL OF SCIENTIFIC and INDUSTRIAL RESEARCH; MHASKE, Santosh Baburao; DHOKALE, Ranjeet Ashokrao Patent: WO2014/24212 A1, 2014 ; Location in patent: Page/Page column 15-16 ;
  • Route3
    • null|null
      108-86-1
    • null|null
      868-85-9
    • ~76%
    • In-stock
      Dimethyl phenylphosphonate|CS-W022633
      2240-41-7

    References

    • Kalek, Marcin; Ziadi, Asraa; Stawinski, Jacek Organic Letters, 2008 , vol. 10, # 20 p. 4637 - 4640

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   35.53
  • LogP   1.7978
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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