| Identification | Back Directory | [Name]
Acetylthiomethyl-diphenylphosphine borane complex | [CAS]
446822-71-5 | [Synonyms]
Acetylthiomethyl-diphenylphosphine borane complex
Acetylthiomethyl-diphenylphosphine borane complex >=98.0% | [Molecular Formula]
C15H18BOPS | [MOL File]
446822-71-5.mol | [Molecular Weight]
288.157 |
| Chemical Properties | Back Directory | [Melting point ]
52-55 °C | [storage temp. ]
2-8°C | [form ]
solid | [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 | [InChIKey]
MXPNVFCCEGQGEN-UHFFFAOYSA-N | [SMILES]
B.CC(=O)SCP(c1ccccc1)c2ccccc2 |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
36/37/38 | [Safety Statements ]
26 | [WGK Germany ]
3 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Uses]
- 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.
![]() | [Uses]
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. | [reaction suitability]
reaction type: click chemistry
reagent type: ligand
reaction type: Staudinger Reaction |
|
| Company Name: |
Sigma-Aldrich
|
| Telephone: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
021-58432009 400-005-6266 |
| Website: |
http://www.energy-chemical.com |
|