Diisopropyl (ethoxycarbonylmethyl)phosphonate
Diisopropyl (ethoxycarbonylmethyl)phosphonate (CAS: 24074-26-8) is an organophosphorus compound with the formula C2H5O2CCH2P(O)[OCH(CH3)2]2 and a molecular weight of 252.24 g/mol. This reagent is primarily utilised in organic synthesis for carbon-carbon bond formation, particularly in Horner-Wadsworth-Emmons reactions. It serves as a valuable building block in the preparation of complex organic molecules, including pharmaceuticals and natural products.
- IUPAC
- Ethyl (diisopropyl phosphono)acetate
![Diisopropyl (ethoxycarbonylmethyl)phosphonate (C2H5O2CCH2P(O)[OCH(CH3)2]2) — chemical structure, CAS 24074-26-8; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F24074-26-8.png&w=3840&q=75)
Preparation of Spiroimine Ring Fragments
This phosphonate is employed in the stereoselective intermolecular Diels-Alder reaction and aza-Wittig cyclization for preparing spiroimine ring fragments of spirolides.
Synthesis of Galactosylceramide Analogs
It is used in the synthesis of a galactosylceramide analog, which has demonstrated the ability to induce Th1-biased responses in human NKT cells.
Development of Pyrrolidinone Compounds
The compound acts as a precursor for alpha-phosphono lactams, subsequently used in Wadsworth-Emmons olefination and Suzuki coupling reactions to create diverse pyrrolidinone derivatives.
Stereoselective Total Synthesis
It has been a key reactant in the stereoselective total synthesis of the ionophore antibiotic zincophorin (M144255).
| Molecular weight | 252.24 |
|---|---|
| Linear formula | C2H5O2CCH2P(O)[OCH(CH3)2]2 |
| Assay | 95% |
| Boiling point | 142-143 °C/11 mmHg(lit.) |
| Density | 1.06 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.427(lit.) |
| Application | Reactant for:• Preparation of spiroimine ring fragment of spirolides via stereoselective intermolecular Diels-Alder and aza-Wittig cyclization1• Katsuki-Sharpless epoxidation reaction2• Preparation of nine-membered diallylic sulfonamides as chiral building blocks3• Alpha-phosphono lactams for subsequent Wadsworth-Emmons olefination, and Suzuki coupling reactions to yield diverse pyrrolidinone compounds4• Synthesis of galactosylceramide analog that induces Th1-biased responses in human (NKT) cells5• Stereoselective total synthesis of the ionophore antibiotic zincophorin (M144255)6 |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Flash point | 113 °C / 235.4 °F |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-37/39 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is Diisopropyl (ethoxycarbonylmethyl)phosphonate used for?
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Diisopropyl (ethoxycarbonylmethyl)phosphonate is used as a reactant in organic synthesis, particularly for C-C bond formation, in Horner-Wadsworth-Emmons reactions, and in the preparation of various complex organic molecules and pharmaceutical intermediates.
What is the CAS number and molecular formula for Diisopropyl (ethoxycarbonylmethyl)phosphonate?
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The CAS number is 24074-26-8 and the molecular formula is C2H5O2CCH2P(O)[OCH(CH3)2]2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Diisopropyl (ethoxycarbonylmethyl)phosphonate at a minimum purity of 95% (assay). This product is intended for research and laboratory use; TSS does not represent it as USP, BP, or EP grade.
How should Diisopropyl (ethoxycarbonylmethyl)phosphonate be handled safely?
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This compound is a Warning irritant, causing skin (H315), eye (H319), and respiratory tract irritation (H335). Handle with appropriate personal protective equipment, including eyeshields, gloves, and a dust mask (N95 type US recommended). Ensure good ventilation.
How is Diisopropyl (ethoxycarbonylmethyl)phosphonate packaged and shipped?
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Diisopropyl (ethoxycarbonylmethyl)phosphonate is carefully packaged to maintain its integrity during transit. As a global supplier, Tech Serve Solutions exports chemicals worldwide, adhering to all relevant shipping regulations.
How can I request a quote or sample for Diisopropyl (ethoxycarbonylmethyl)phosphonate?
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To request a quote or a sample, please contact our sales team via the 'Request a Quote' or 'Request a Sample' buttons on our website, or call us directly. Please include the product name and CAS number (24074-26-8) in your request.
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