Acetylthiomethyl-diphenylphosphine borane complex
Acetylthiomethyl-diphenylphosphine borane complex (CAS 446822-71-5) is a specialized organophosphorus compound offering a traceless Staudinger ligation. The borane group serves to protect the phosphine from oxidation and can be readily cleaved under mild conditions, yielding the active phosphine. This complex is instrumental in forming native amide bonds after reaction with azides, finding utility in the synthesis of complex molecules like cyclic peptides. It is supplied by Tech Serve Solutions with an assay of ≥98.0%.
Traceless Staudinger Ligation
This reagent enables a traceless Staudinger ligation for the efficient formation of amide bonds. The borane protecting group ensures stability and is easily removed to activate the phosphine for reaction with azides.
Peptide Synthesis
The compound is particularly valuable in the synthesis of cyclic peptides. Its ability to form native amide bonds under mild conditions makes it a suitable reagent for constructing complex peptide structures.
Organic Synthesis
As a protected phosphine reagent, it is useful in various organic synthesis applications where precise control over phosphine reactivity is required, such as in cross-coupling reactions or as a ligand precursor.
| Empirical formula | C15H18BOPS |
|---|---|
| Assay | ≥98.0% |
| Storage temperature | 2-8°C |
| Application | • Traceless Staudinger ligation reagent with borane protecting group. • The borane group stabilizes the phosphine against oxidation and can be easily removed with mild basic or acidic conditions to yield the active phosphine.1 • After reaction with an azide, the phosphine is eliminated in the presence of water to yield a native amide bond.2• Used in the synthesis of cyclic peptides.2 |
| Melting point | 52-55 °C |
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 |
|---|---|
| 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 Acetylthiomethyl-diphenylphosphine borane complex used for?
+
Acetylthiomethyl-diphenylphosphine borane complex (CAS 446822-71-5) is primarily used as a traceless Staudinger ligation reagent for forming native amide bonds and in the synthesis of cyclic peptides.
What are the CAS number and formula for this compound?
+
The CAS number for Acetylthiomethyl-diphenylphosphine borane complex is 446822-71-5. The empirical formula (Hill notation) is C15H18BOPS.
What grade and purity does Tech Serve Solutions supply?
+
Tech Serve Solutions supplies Acetylthiomethyl-diphenylphosphine borane complex with an assay of ≥98.0%. This product is intended for research and chemical synthesis purposes and is not represented as USP, BP, or EP grade.
What are the safety and handling precautions for this chemical?
+
This compound is classified as a Warning with hazard statements H315 (Causes skin irritation), H319 (Causes serious eye irritation), and H335 (May cause respiratory irritation). Appropriate personal protective equipment, including a dust mask (type N95 US), eyeshields, and gloves, should be worn. Handle in a well-ventilated area.
How is this product packed and shipped?
+
Products are typically packed and shipped according to international regulations for chemical substances, with storage recommended at 2-8°C. TSS is a global supplier and exporter.
How can I request a sample or quote for Acetylthiomethyl-diphenylphosphine borane complex?
+
To request a sample or obtain a quotation, please contact our sales team through the website or by phone, providing the product name and CAS number (446822-71-5).
▶ Related products
Benzeneruthenium(II) chloride dimer
Ru2(C6H6)2Cl4
Catalysis & Inorganic
Benzoylferrocene
C17H14FeO
Catalysis & Inorganic
Benzyldiphenylphosphine
C6H5CH2P(C6H5)2
Catalysis & Inorganic
Beryllium
Be
Catalysis & Inorganic
Beryllium oxide
BeO
Catalysis & Inorganic![Bicyclo[2.2.1]hepta-2,5-diene-rhodium(I) chloride dimer — chemical structure, CAS 12257-42-0; Catalysis & Inorganic, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F12257-42-0.png&w=3840&q=75)
Bicyclo[2.2.1]hepta-2,5-diene-rhodium(I) chloride dimer
Catalysis & Inorganic
![Bis[(10,11-η)-5-[(11bS)-dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl- κP4]-5H-dibenz[b,f]azepine]rhodium(I) tetrafluorobo — chemical structure, CAS 1228149-03-8; Catalysis & Inorganic, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F1228149-03-8.png&w=3840&q=75)
Bis[(10,11-η)-5-[(11bS)-dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl- κP4]-5H-dibenz[b,f]azepine]rhodium(I) tetrafluorobo
1-d:1′
Catalysis & Inorganic![Bis[(2-dimethylamino)phenyl]amine nickel(II) chloride (C16H20ClN3Ni) — chemical structure, CAS 1033772-47-2; Catalysis & Inorganic, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F1033772-47-2.png&w=3840&q=75)
Bis[(2-dimethylamino)phenyl]amine nickel(II) chloride
C16H20ClN3Ni
Catalysis & Inorganic▶ 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