Woodward's Reagent K

Base Information

• Chemical Name: Woodward's Reagent K
• CAS No.: 4156-16-5
• Molecular Formula: C11H11 N O4 S
• Molecular Weight: 253.279
• Hs Code.: 2934999090
• European Community (EC) Number: 223-988-7
• UNII: 3BN309R76H
• DSSTox Substance ID: DTXSID80194411
• Wikidata: Q2593238
• Mol file: 4156-16-5.mol

Synonyms:N-ethyl-5-phenylisoxazolium-3'-sulfonate;reagent K, Woodward's;Woodward's reagent K

Chemical Property of Woodward's Reagent K

Chemical Property:

• Appearance/Colour: white to pale pink crystals
• Melting Point: 216-219 °C (dec.)
• Refractive Index: 1.4790 (estimate)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 82.60000
• Density: g/cm³
• LogP: 2.23890
• Storage Temp.: Store at RT.
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 253.04087901
• Heavy Atom Count: 17
• Complexity: 338

Purity/Quality:

98%,99%, ^*data from raw suppliers

Woodward’s reagent K 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC[N+]1=CC=C(O1)C2=CC(=CC=C2)S(=O)(=O)[O-]
• Uses: Peptide-bond former.

Technology Process of Woodward's Reagent K

There total 5 articles about Woodward's Reagent K which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

5-(3-chlorosulfonyl-phenyl)-2-ethyl-isoxazolium; tetrafluoroborate → 2-ethyl-5-phenylisoxazolium-3'-sulphonate (4156-16-5)

Guidance literature:

With hydrogenchloride; In ethanol; at 25 ℃; for 16h;

DOI:10.1021/jo01343a059

Reference yield:

5-phenylisoxazole (1006-67-3) → 2-ethyl-5-phenylisoxazolium-3'-sulphonate (4156-16-5)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) ClSO₃H, (ii) /BRN= 3598090/

2: aq. HCl / ethanol

With hydrogenchloride; In ethanol;

DOI:10.1016/S0040-4020(01)82192-X

Reference yield:

Benzoylacetaldehyde ω-oxime (7145-48-4) → 2-ethyl-5-phenylisoxazolium-3'-sulphonate (4156-16-5)

Guidance literature:

Multi-step reaction with 3 steps

1: AcCl / 1 h

2: (i) ClSO₃H, (ii) /BRN= 3598090/

3: aq. HCl / ethanol

With hydrogenchloride; acetyl chloride; In ethanol;

DOI:10.1016/S0040-4020(01)82192-X

upstream raw materials:

5-phenylisoxazole

triethyloxonium fluoroborate

Benzoylacetaldehyde ω-oxime

acetophenone

Downstream raw materials:

3-((Z)-3-Ethylamino-3-imidazol-1-yl-acryloyl)-benzenesulfonic acid

3-{(E)-3-[4-((S)-2-Acetylamino-2-carbamoyl-ethyl)-phenoxy]-3-ethylamino-acryloyl}-benzenesulfonic acid

3-(3-Ethylimino-acryloyl)-benzenesulfonic acid

3-(2-Ethylcarbamoyl-acetyl)-benzenesulfonic acid