ChemicalBook CAS DataBase List Nitrocefin

Nitrocefin synthesis

5synthesis methods

Product Name:Nitrocefin
CAS Number:41906-86-9
Molecular formula:C21H16N4O8S2
Molecular Weight:516.5

Nitrocefin is a key reagent for high and low throughput assays of the activities of penicillin-binding proteins (PBPs) and β-lactamases, the former used for discovery of antibiotics and the latter for inhibitors of resistance determinants for β-lactam antibiotics. This compound is commercially available but is prohibitively expensive because of the circuitous routes to its synthesis. We describe herein a three-step synthesis of nitrocefin that gives an overall yield of 44%. This is a practical route to the synthesis of this key reagent for drug discovery.
A Practical Synthesis of Nitrocefin

39098-97-0 Synthesis

39098-97-0
394 suppliers
$6.00/5g

41906-86-9
138 suppliers
$45.00/1mg

Yield:-

Steps:

Multi-step reaction with 4 steps
1.1: 78 percent / potassium trimethylsilanolate / CH₂Cl₂; acetonitrile / 1 h / 20 °C
2.1: sodium iodide / butan-2-one / 20 °C
3.1: potassium trimethylsilanolate / CH₂Cl₂; acetonitrile / 1 h / -10 °C
3.2: 0.90 g / CH₂Cl₂; acetonitrile / 5 h / -10 - 20 °C
4.1: trifluoroacetic acid; anisole / CH₂Cl₂ / 0.25 h / cooling

References:

Lee, Mijoon;Hesek, Dusan;Mobashery, Shahriar [Journal of Organic Chemistry,2005,vol. 70,# 1,p. 367 - 369]

FullText

(6R,7R)-3-(Chloromethyl)-8-oxo-7-[[2-(2-thienyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid (4-Methoxyphenyl)methyl Ester

101182-25-6
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41906-86-9
138 suppliers
$45.00/1mg

References

957-68-6 Synthesis

957-68-6
439 suppliers
$14.00/5g

41906-86-9
138 suppliers
$45.00/1mg

References

15690-38-7 Synthesis

Hydroxymethyl-7-Aminocephalosporanic acid

15690-38-7
144 suppliers
$9.00/250mg

41906-86-9
138 suppliers
$45.00/1mg

References

5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-(hydroxymethyl)-8-oxo-7-[[2-(2-thienyl)acetyl]amino]-, diphenylmethyl ester, (6R,7R)-

29126-13-4
0 suppliers
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41906-86-9
138 suppliers
$45.00/1mg

References

Nitrocefin Related Search:

Berberine

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