tert-Butyl diethylphosphonoacetate
tert-Butyl diethylphosphonoacetate (CAS: 27784-76-5) is a valuable organophosphorus compound with a molecular weight of 252.24 g/mol. It serves as a key reactant in various synthetic organic chemistry applications. Primarily utilised in C-C bond formation and olefination reactions, it is a crucial component in the synthesis of complex molecules, including potential pharmaceutical agents and biologically active compounds. Its utility is well-established in Horner-Wadsworth-Emmons olefination reactions.
- IUPAC
- (Diethoxyphosphinyl)acetic acid 1,1-dimethylethyl ester,tert-Butyl (diethoxyphosphinyl)acetate,Diethyl tert-butoxycarbonylmethanephosphonate
- Synonyms
- (Diethoxyphosphinyl)acetic acid 1,1-dimethylethyl estertert-Butyl (diethoxyphosphinyl)acetateDiethyl tert-butoxycarbonylmethanephosphonate
Preparation of Vitamin D3 Analogs
Used as a reactant in the Wittig-Horner approach for preparing hydroxymethylated dihydroxyvitamin D3 analogs, which are being investigated as potential antitumor agents.
Synthesis of Phosphopeptide Mimetic Prodrugs
Facilitates the synthesis of phosphopeptide mimetic prodrugs designed to target the Src homology 2 (SH2) domain of signal transducer and activator of transcription 3 (Stat 3).
One-Pot Synthesis of DPP4 Inhibitors
Plays a role in the one-pot synthesis of the DPP4-selective inhibitor ABT-341 through a four-component coupling reaction.
Stereoselective Synthesis of Unsaturated Esters
Employed in the bicyclic triaminophosphine-promoted stereoselective synthesis of α,β-unsaturated esters, fluorides, and nitriles from aldehydes and ketones.
Development of HDAC Inhibitors
Utilised in the preparation of amidopropenyl hydroxamates, which function as inhibitors of human histone deacetylase (HDAC).
| Molecular weight | 252.24 |
|---|---|
| Linear formula | (C2H5O)2P(O)CH2CO2C(CH3)3Co: ≤50 mg/kg |
| Assay | 95% |
| Boiling point | 100-103 °C/1.5 mmHg(lit.) |
| Density | 1.074 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.431(lit.) |
| Application | Reactant for:• Preparation of ydroxymethylated dihydroxyvitamin D3 analogs via Wittig-Horner approach, as potential antitumor agents1• Synthesis of phosphopeptide mimetic prodrugs targeted to Src homology 2 (SH2) domain of signal transducer and activator of transcription 3 (Stat 3)2• One-pot synthesis of the DPP4-selective inhibitor ABT-341 by a four-component coupling mediated by a diphenylprolinol silyl ether3• Bicyclic triaminophosphine-promoted stereoselective synthesis of a,ß-unsaturated esters, fluorides, and nitriles from aldehydes and ketones using Wadsworth-Emmons phosphonates4• Preparation of amidopropenyl hydroxamates as human histone deacetylase (HDAC) inhibitors5sulfate (SO42-): ≤100 mg/kg |
| Protective equipment | Eyeshields, Gloves |
|---|---|
| Flash point | >113 °C / >235.4 °F |
| Water hazard class (WGK, DE) | 3 |
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 tert-Butyl diethylphosphonoacetate used for?
+
tert-Butyl diethylphosphonoacetate is used as a reactant in various organic synthesis applications, including C-C bond formation, olefination reactions (e.g., Horner-Wadsworth-Emmons), and the preparation of potential pharmaceutical agents and complex organic molecules.
What is the CAS number and molecular formula for tert-Butyl diethylphosphonoacetate?
+
The CAS number is 27784-76-5. The linear formula is (C2H5O)2P(O)CH2CO2C(CH3)3.
What grade and purity does Tech Serve Solutions supply for tert-Butyl diethylphosphonoacetate?
+
Tech Serve Solutions supplies tert-Butyl diethylphosphonoacetate with an assay of 95%. This product is not represented as USP, BP, or EP grade.
What are the safety and handling precautions for tert-Butyl diethylphosphonoacetate?
+
tert-Butyl diethylphosphonoacetate requires the use of eyeshields and gloves for personal protection. It has a flash point above 113 °C (235.4 °F), indicating it is not highly flammable under normal conditions, but standard laboratory safety practices should always be followed.
How is tert-Butyl diethylphosphonoacetate packed and shipped?
+
tert-Butyl diethylphosphonoacetate is available for purchase and export from Tech Serve Solutions. Packaging and shipping are handled in accordance with relevant regulations for chemical substances.
How can I request a sample or quote for tert-Butyl diethylphosphonoacetate?
+
To request a sample or obtain a quote for tert-Butyl diethylphosphonoacetate, please contact the Tech Serve Solutions sales department via our website or direct inquiry channels.
▶ Related products
1-(2-Fluorobenzyl)piperazine
C11H15FN2
Chemical Synthesis
1-(2-Fluorophenyl)biguanide hydrochloride
Chemical Synthesis
1-(2-Fluorophenyl)cyclopropanecarboxylic acid
C10H9FO2
Chemical Synthesis
1-(2-Fluorophenyl)piperazine
C10H13FN2
Chemical Synthesis
1-(2-Fluorophenyl)piperazine monohydrochloride
C10H13FN2 · HCl
Chemical Synthesis
1-(2-Furoyl)-1H-benzotriazole
C11H7N3O2
Chemical Synthesis
1-(2-Furoyl)piperazine
C9H12N2O2
Chemical Synthesis
1-(2-Hydroxy-5-methylphenyl)-3-phenyl-1,3-propanedione
Chemical Synthesis
▶ Explore more
3-Methyl-1,5-di-p-tolyl-1,4-pentazadiene
Chemical Synthesis
3-Methyl-1,5-pentanediol
Chemical Synthesis
3-Methyl-1-(2-methylphenyl)-1H-pyrazol-5-amine
C11H13N3
Chemical Synthesis
3-Methyl-1-(3′-sulfoamidophenyl)-5-pyrazolone
C10H11N3O3S
Chemical Synthesis