38474-17-8

Upstream product

• 1263209-99-9 2-[4,5-dihydro-4((S)-1-methylethyl)-2-oxazolyl]-(R)-1-(4-benzyloxybenzyl)-6-methoxy-7-benzyloxy-1,2,3,4-tetrahydroisoquinoline 

Downstream Products

• 3422-42-2 (+)-coclaurine hydrochloride 
• 5096-70-8 (-)-(R)-(N)-methylcoclaurine 
• 19894-19-0 (+)-(R)-coclaurine hydrochloride 
• 1263210-00-9 (R)-1-(4-benzyloxybenzyl)-2-formyl-6-methoxy-7-benzyloxy-1,2,3,4-tetrahydro-isoquinoline 

Relevant academic research and scientific papers

Formal synthesis of the bisbenzylisoquinoline alkaloid berbamunine by asymmetric substitution of chiral organolithium compounds

Asymmetric alkylation of enantiomeric tetrahydroisoquinolyl oxazolines was achieved with 96-97% diastereoselectivity. Removal of the oxazoline chiral auxiliary and further transformations provide a straightforward synthesis of the two synthetic intermediates that were previously synthesized by resolution, and which comprise a formal synthesis of berbamunine by Ullman coupling. ARKAT-USA, Inc.