tert-Butyl P,P-dimethylphosphonoacetate
tert-Butyl P,P-dimethylphosphonoacetate (CAS 62327-21-3) is a chemical synthesis reagent with the molecular formula (CH3O)2P(O)CH2COOC(CH3)3 and a molar mass of 224.19 g/mol. This phosphonate ester serves as a valuable building block in organic chemistry, particularly for C-C bond formation via olefination reactions like the Horner-Wadsworth-Emmons reaction. Its structure allows for the efficient synthesis of various complex organic molecules.
- IUPAC
- tert-Butyl ((oxo)dimethoxyphosphino)acetate,tert-Butyl (dimethoxyphosphinyl)acetate,Dimethyl (tert-butoxycarbonyl)methylphosphonate
- Synonyms
- (CH3O)2P(O)CH2COOC(CH3)3tert-Butyl ((oxo)dimethoxyphosphino)acetatetert-Butyl (dimethoxyphosphinyl)acetateDimethyl (tert-butoxycarbonyl)methylphosphonate
Preparation of Phosphonate-Terminated PPH Dendrimers
This compound is employed in the synthesis of phosphonate-terminated PPH dendrimers, which have demonstrated potential as anti-HIV-1 agents.
Synthesis of α,β-Unsaturated Esters
It is used in the preparation of α,β-unsaturated esters, which are subsequently utilized in guanidine-catalyzed oxa-Michael addition reactions.
Synthesis of Myxopyronin B Analogs
The reagent facilitates the synthesis of analogs of myxopyronin B and desmethyl myxopyronin B, compounds exhibiting antibacterial activity and inhibitory effects on bacterial RNA polymerase.
Preparation of Monodehydro Diketopiperazines
It serves as a reactant in the preparation of monodehydro diketopiperazines through the acid-catalyzed cyclization of ketoacyl amino acid amides.
| Molecular weight | 224.19 |
|---|---|
| Linear formula | (CH3O)2P(O)CH2COOC(CH3)3 |
| Assay | ≥97.0% (GC) |
| Boiling point | 86-87 °C/0.02 mmHg(lit.) |
| Density | 1.131 g/mL at 20 °C(lit.) |
| Refractive index | n20/D 1.434 |
| Application | Reactant for:• Preparation of phosphonate terminated PPH dendrimers as anti-HIV-1 agents1• Preparation of monodehydro diketopiperazines from ketoacyl amino acid amides via acid-catalyzed cyclization2• Preparation of α,β-unsaturated esters for use in the guanidine-catalyzed oxa-Michael addition3• Preparation of myxopyronin B and desmethyl myxopyronin B analogs, with antibacterial activity and inhibitory activity against bacterial RNA polymerase4• Allylation and subsequent ring-closing metathesis in presence of Grubbs′ catalyst or intramolecular rhodium-catalyzed cyclopropanation reactions5 |
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 | Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | 110 °C / 230 °F |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26 |
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 P,P-dimethylphosphonoacetate used for?
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tert-Butyl P,P-dimethylphosphonoacetate is primarily used as a reactant in organic synthesis, particularly for C-C bond formation via Horner-Wadsworth-Emmons olefination reactions and in the preparation of various functionalized organic molecules such as dendrimers and complex natural product analogs.
What is the CAS number and formula for tert-Butyl P,P-dimethylphosphonoacetate?
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The CAS number is 62327-21-3, and the linear formula is (CH3O)2P(O)CH2COOC(CH3)3.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies tert-Butyl P,P-dimethylphosphonoacetate with an assay of ≥97.0% (GC). We do not represent this product as USP, BP, EP, or any other pharmacopoeia grade.
What are the safety and handling precautions for this chemical?
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This compound is classified as a Warning. It may cause skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335). Appropriate personal protective equipment, including eyeshields and gloves, should be used. Ensure adequate ventilation and avoid breathing vapours. Refer to the Safety Data Sheet for comprehensive handling information.
How is tert-Butyl P,P-dimethylphosphonoacetate packed and shipped?
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Tech Serve Solutions exports chemicals globally, adhering to all relevant shipping regulations. Packaging is designed to ensure product integrity and safety during transit. Please contact us for specific packaging and shipping details for your region.
How can I request a sample or a quote?
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To request a sample or a quote for tert-Butyl P,P-dimethylphosphonoacetate, please use the contact form on our website or reach out to our sales team directly via email or phone.
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