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670359

Acetylthiomethyl-diphenylphosphin-Boran-Komplex

≥98.0%

Synonym(e):

(T-4)-[S-[(Diphenylphosphino-κP)methyl] ethanethioate]trihydroboron

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Über diesen Artikel

Empirische Formel (Hill-System):
C15H18BOPS
CAS-Nummer:
Molekulargewicht:
288.15
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22
eCl@ss:
32150313


assay

≥98.0%

form

solid

reaction suitability

reaction type: click chemistry, reagent type: ligand
reaction type: Staudinger Reaction

mp

52-55 °C

functional group

phosphine

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

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.
Acetylthiomethyl-diphenylphosphine borane complex Ligation with DABCO

Packaging

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


Piktogramme

Exclamation mark

Signalwort

Warning

Gefahrencodes

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklasse

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

PSA (Persönliche Schutzausrüstung)

dust mask type N95 (US), Eyeshields, Gloves



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