1006901-26-3

Upstream product

• 1393378-74-9 N-acetyl-N-((S)-2-methoxymethylpyrrolidin-1-yl)benzamide 
• 1006901-25-2 (S)-(+)-N,N-diethyl-2-[2-amino-2-(3,4-dimethoxyphenyl)ethyl]benzamide hydrochloride 

Downstream Products

• 1006901-27-4 (S)-(-)-3-(3,4-dimethoxyphenyl)-1,2,3,4-tetrahydroisoquinoline 

Relevant academic research and scientific papers

Stereoselective photoinduced electrocyclic ring closure of aromatic enehydrazides. Asymmetric synthesis of 3-aryl dihydroisoquinolones and tetrahydroisoquinolines

A flexible route for the stereoselective synthesis of a variety of 3-aryl dihydroisoquinolones and tetrahydroisoquinolines has been developed. The key step is a diastereoselective photoinduced 6π-electrocyclic ring closure of enantiopure aromatic enehydrazides via a 1,4-remote asymmetric induction. N-N bond cleavage to release the chiral appendage from the preliminary annulated compounds and/or concomitant reduction of the lactam carbonyl group completed the synthesis of the title compounds.

Diastereoselective Pomeranz-Fritsch-Bobbitt synthesis of (S)-(-)-O-methylbharatamine using (S)-N-tert-butanesulfinimine as a substrate

The protoberberine-type alkaloid, (S)-(-)-O-methylbharatamine, has been synthesized in six steps involving the addition of laterally lithiated o-toluamide to (S)-N-tert-butanesulfinimine as the crucial process. The target alkaloid was obtained in 24.4% overall yield with 88% ee.