10050. Woodward's Reagent K

Nomenclature

CAS number: 4156-16-5
2-Ethyl-5-(3-sulfophenyl)isoxazolium inner salt; N-ethyl-5-phenylisoxazolium-3′-sulfonate.
C11H11NO4S; mol wt 253.27.
C 52.16%, H 4.38%, N 5.53%, O 25.27%, S 12.66%.

Description and references

Prepd by reacting 5-phenylisoxazole with chlorosulfonic acid, followed by alkylation with triethyloxonium fluoroborate, and acid hydrolysis: Woodward et al., J. Am. Chem. Soc. 83, 1010 (1961).

Chemical structure

Properties

Crystals, dec 207-208°. Stable. Non-hygroscopic.

Use

Peptide-bond former.