(tert-Butoxycarbonylmethylene)triphenylphosphorane
(tert-Butoxycarbonylmethylene)triphenylphosphorane (CAS: 35000-38-5) is a white to off-white solid with a molecular weight of 376.43. This versatile Wittig reagent is a key intermediate in organic synthesis, primarily utilised for C-C bond formation via olefination reactions. It finds significant application in the synthesis of complex organic molecules, including pharmaceutical intermediates and biologically active compounds.
- IUPAC
- tert-Butyl(triphenylphosphoranylidene)acetate
- Synonyms
- tert-Butyl(triphenylphosphoranylidene)acetate
Synthesis of Aldose Reductase Inhibitors
This Wittig reagent is employed in the synthesis of aldose reductase inhibitors, which are compounds investigated for their potential therapeutic applications.
Preparation of Tautomycin
It serves as a crucial reagent in the multi-step synthesis of tautomycin, an antibiotic and protein phosphatase inhibitor.
Intermediate in Medicinal Chemistry
The reagent's utility extends to medicinal chemistry, facilitating the construction of diverse molecular scaffolds for drug discovery programs.
Podophyllotoxin Derivative Synthesis
This compound is utilised in the synthesis of specific podophyllotoxin derivatives, a class of natural products with cytotoxic activity.
| Molecular weight | 376.43 |
|---|---|
| Linear formula | (C6H5)3P=CHCO2C(CH3)3 |
| Assay | 98% |
| Storage temperature | 2-8°C |
| Application | Wittig reagent used in the synthesis of aldose reductase inhibitors,1 a podophyllotoxin derivative,2 and tautomycin.3Versatile Wittig reagent used in medicinal chemistry.4 |
| Melting point | 152-155 °C(lit.) |
Hazard statements
- H301Toxic if swallowed
- H317May cause an allergic skin reaction
- H319Causes serious eye irritation
- H373May cause damage to organs through prolonged exposure
- H411Toxic to aquatic life with long-lasting effects
Precautionary statements
- P273Avoid release to the environment
- P280Wear protective gloves, clothing and eye/face protection
- P301IF SWALLOWED
- P305IF IN EYES
| Protective equipment | Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges |
|---|---|
| Transport (UN / ADR) | UN 3464 6.1 / PGII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | T,N |
| Risk statements (R) | 25-36-43-48/22-51/53 |
| Safety statements (S) | 26-36/37/39-45-61 |
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-Butoxycarbonylmethylene)triphenylphosphorane used for?
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(tert-Butoxycarbonylmethylene)triphenylphosphorane is a Wittig reagent used for C-C bond formation and olefination reactions. It is applied in the synthesis of aldose reductase inhibitors, tautomycin, and podophyllotoxin derivatives, and generally in medicinal chemistry.
What are the CAS number and molecular formula?
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The CAS number is 35000-38-5. The linear formula is (C₆H₅)₃P=CHCO₂C(CH₃)₃.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (tert-Butoxycarbonylmethylene)triphenylphosphorane with an assay of 98%. We do not represent this product as USP, BP, or EP grade.
How should (tert-Butoxycarbonylmethylene)triphenylphosphorane be handled safely?
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This compound is harmful if swallowed and may cause an allergic skin reaction. It can cause serious eye irritation and may cause damage to organs through prolonged or repeated exposure. It is also toxic to aquatic life with long-lasting effects. Handle with appropriate personal protective equipment, including eyeshields, face shields, gloves, and a P2 respirator if necessary. Avoid release to the environment.
How is this chemical shipped and exported?
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This chemical is shipped and exported under UN 3464, Class 6.1, Packing Group II. Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals.
How can I request a sample or quote?
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Please contact our sales team via the website or email to request a sample or a quotation for (tert-Butoxycarbonylmethylene)triphenylphosphorane.
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