124237-43-0Relevant articles and documents
Synthesis of pentaoxygenated berbines: Total synthesis of (+/-)-O-methylthaicanine
Mali, R. S.,Borse, A. U.,Patil, Sharadbala D.
, p. 107 - 109 (2007/10/02)
First total synthesis of (+/-)-O-methylthaicanine (5a) is described starting from 2,3,4-trimethoxy-β-phenylethyl amine (2).Condensation of 2 with isochroman-3-ones (3a-c) provides hydroxyamides (4a-c) which on cyclisation (POCl3, toluene, reflux), followed by reduction (NaBH4) give (+/-)-O-methylthaicanine (5a), 2,3,4-trimethoxy-9,10-methylenedioxy-5,6,13,13a-tetrahydro-8H-dibenzoquinolizine (5b) and 2,3,4,10,11-pentamethoxy-5,6,13,13a-tetrahydro-8H-dibenzoquinolizine (5c).