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ChemicalBook CAS DataBase List PHYSOSTIGMINE
57-47-6

PHYSOSTIGMINE synthesis

10synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 6 steps
1: 55 percent / DCC, HOBT / tetrahydrofuran / Heating
2: 94 percent / Pd2(dba)3*CHCl3, (S)-BINAP, 1,2,2,6,6-pentamethylpiperidine / N,N-dimethyl-acetamide / 1.5 h / 100 °C
3: 80 percent / 3M aq. HCl / tetrahydrofuran / Ambient temperature
4: 1.) Et3N, MgSO4, 2.) LiAlH4 / 1.) THF, RT, overnight, 2.) THF, reflux, 1.5 h
5: BBr3 / CH2Cl2 / 23 °C
6: NaH / diethyl ether

References:

Matsuura, Takaharu;Overman, Larry E.;Poon, Daniel J. [Journal of the American Chemical Society,1998,vol. 120,# 26,p. 6500 - 6503]

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