670359

Acetylthiomethyl-diphenylphosphine borane complex

≥98.0%

• Empirical Formula (Hill Notation): C₁₅H₁₈BOPS
• CAS Number: 446822-71-5
• Molecular Weight: 288.15
• PubChem Substance ID: 329760266
• NACRES: NA.22

Properties

• assay: ≥98.0%
• form: solid
• reaction suitability: reaction type: click chemistry; reagent type: ligand; reaction type: Staudinger Reaction
• mp: 52-55 °C
• storage temp.: 2-8°C
• 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

Description

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.

Packaging

250 mg in glass bottle

1 g in glass bottle

Bottomless glass bottle. Contents are inside inserted fused cone.

Legal Information

Sold under license for research and development purposes only. US Patent 6,974,884 and related patents apply

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315 - H319 - H335
• Precautionary Statements: P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves