Cat#: CCR-0139
Acetylthiomethyl-diphenylphosphine borane complex
Empirical Formula (Hill Notation): C15H18BOPS
Size: 250 mg; 1 g
Product Introduction
Molecular Weight | 288.15 |
NACRES | NA.22 |
CAS Number | 446822-71-5 |
PubChem Substance ID | 329760266 |
Assay | ≥98.0% |
Form | Solid |
Reaction Suitability | Reaction type: click chemistry |
Smiles String | B.CC(=O)SCP(c1ccccc1)c2ccccc2 |
InChI | 1S/C15H15OPS.BH3/c1-13(16)18-12-17(14-8-4-2-5-9-14)15-10-6-3-7-11-15;/h2-11H,12H2,1H3;1H3 |
InChI key | MXPNVFCCEGQGEN-UHFFFAOYSA-N |
Storage Temp. | 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. After reaction with an azide, the phosphine is eliminated in the presence of water to yield a native amide bond.Used in the synthesis of cyclic peptides.
Safety Information
Signal Word | Warning |
Target Organs | Respiratory system |
Hazard Classifications | H315 - H319 - H335 |
Storage Class Code | 11 - Combustible Solids |
WGK | WGK 3 |
For research use only. Not for clinical use.