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Acetylthiomethyl-diphenylphosphine borane complex

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.