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ChemicalBook CAS DataBase List (S)-1,2,3,4-tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methylisoquinolin-7-ol
485-19-8

(S)-1,2,3,4-tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methylisoquinolin-7-ol synthesis

8synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 8 steps
1: 75 percent / KOH / H2O / 5 h / Heating
2: 93 percent / NaBH4 / ethanol / 1.) room temperature, 18 h, 2.) reflux, 1 h
3: 96 percent / PBr3 / tetrahydrofuran / 1.5 h / 0 °C
4: t-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) -100 deg C, 4 h
5: hydrazine, acetic acid / ethanol; H2O / 2 h / Ambient temperature
6: K2CO3 / acetone / 14 h / Heating
7: lithium aluminum hydride / tetrahydrofuran / Heating
8: 0.026 g / hydrogen / 10percent Pd/C / acetic acid; methanol / 6 h / 2585.7 Torr

References:

Meyers, A. I.;Guiles, Joseph [Heterocycles,1989,vol. 28,# 1,p. 295 - 301]

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