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ChemicalBook CAS DataBase List HYDROCINCHONINE
485-65-4

HYDROCINCHONINE synthesis

8synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 6 steps
1: lithium diisopropylamide, pyridine hydrochloride
2: 90 percent / pyridine hydrochloride / methanol; pyridine; various solvent(s) / 36 h / Ambient temperature
3: 1) water 2.) NH4OAc, NaCNBH3 / 1) β-glucosidase / 2.) pH=6.2, 18 h
4: 1.) 3percent HCl, 2.) NaCNBH3 / 1.) aq MeOH, reflux, 40 min
5: 2.) CF3CO3H, Na2HPO4 / 1.) 0 grad C, 2.) CH2Cl2, rt, 12 h
6: 1.) K2CO3 / 1.) MeOH, rt, 2 h, 2.) toluene, EtOH, reflux 24 h

References:

Brown, Richard T.;Curless, Dale [Tetrahedron Letters,1986,vol. 27,# 49,p. 6005 - 6008]

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