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CS-W001157 4
Total: USD 88.00

4-tert-Butyl 1-ethyl 2-(diethoxyphosphoryl)succinate

  • CAS No. 77924-28-8

  • Cat. No. CS-0369451
  • Purity≥95%
  • MDL No.None

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

4-tert-Butyl 1-ethyl 2-(diethoxyphosphoryl)succinate|CS-0369451

Structure of 77924-28-8

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General Information

  • CAS No. 77924-28-8
  • Cat. No. CS-0369451
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₇O₇P
  • Molecular Weight 338.33
  • Synonym(s) 1-Ethyl 4-(tert-Butyl) 2-(diethyl phosphono)succinate
  • SMILES O=C(OCC)C(P(OCC)(OCC)=O)CC(OC(C)(C)C)=O

Description

4-tert-Butyl 1-ethyl 2-(diethoxyphosphoryl)succinate features a sterically hindered tert-butyl group and a diethoxyphosphoryl moiety, enabling robust participation in asymmetric synthesis. This bench-stable phosphonate ester integrates readily into Michael additions and Horner-Wadsworth-Emmons reactions, delivering high stereoselectivity with minimal side-product formation under standard conditions.

Application

4-tert-Butyl 1-ethyl 2-(diethoxyphosphoryl)succinate serves as a versatile synthon in the synthesis of phosphorylated heterocycles and bioactive molecules. Its diester functionality enables efficient Michael additions, aldol condensations, and Pudovik reactions, while the tert-butyl group provides steric protection and enhanced bench stability. The molecule functions effectively in standard enolate chemistry and facilitates the construction of phosphonate-containing scaffolds relevant to medicinal chemistry and agrochemical development.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H312-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   88.13
  • LogP   2.916
  • H_Acceptors   7
  • H_Donors   0
  • Rotatable_Bonds   9

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