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cytidine monophosphate-N-glycoloylneuraminic acid synthesis

4synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 9 steps
1: imidazole / dimethylformamide / 20 h / Ambient temperature
2: pyridine / 12 h
3: 94 percent / n-Bu4NF, AcOH / tetrahydrofuran / 18 h / Ambient temperature
4: 61 percent / diisopropylammoniumtetrazole / CH2Cl2 / 2 h
5: 49 percent / Et3N / acetonitrile / -43 deg C -> room temperature
6: Et3N, t-BuOOH / acetonitrile / 1 h / Ambient temperature
7: iPr2NH, (Ph3P)4Pd / acetonitrile / 0.5 h
8: NaOMe / methanol / 0.5 h
9: aq. NaOH / 0.17 h

References:

Chappell, Mark D.;Halcomb, Randall L. [Tetrahedron,1997,vol. 53,# 32,p. 11109 - 11120]

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