139750-88-2

Upstream product

• 3490-06-0 N-methylhomoveratrylamine 
• 161988-95-0 [2-(3,4-Dimethoxy-phenyl)-ethyl]-methyl-[(Z)-2-((R)-2-nitro-benzenesulfinyl)-vinyl]-amine 
• 50-00-0 formaldehyd 
• 139750-86-0 (1S,S_R)-6,7-dimethoxy-1-(o-nitrophenylsulfinylmethyl)-1,2,3,4-tetrahydroisoquinoline 

Downstream Products

• 51745-28-9 (R)-(+)-carnegine 

Relevant academic research and scientific papers

Chiral acetylenic sulfoxides in organic synthesis: Secondary amine cyclization and total synthesis of (S)-(-)-carnegine

Michael addition of secondary amines 1b-1g onto chiral acetylenic sulfoxides 2 followed by acid induced cyclization afforded structures of tetrahydroisoquinoline skeleton in high to moderate diastereoselectivity. Optical pure (S)-(-)-carnegine has been sy

Chiral Acetylenic Sulfoxide in Enantioselective Synthesis of Tetrahydroisoquinoline and Tetrahydro-β-carboline Alkaloids. Total Synthesis of (R)-(+)-Carnegine and (R)-(+)-Tetrahydroharman

Michael addition of 2-(3,4-dimethoxyphenyl)ethylamine 3 or tryptamine 4 onto chiral acetylenic sulfoxides 2 followed by acid induced cyclization afforded the basic alkaloid skeleton of tetraisoquinoline and tetrahydro-β-carboline in high to moderate diastereoselectivity.Optically pure (R)-(+)-carnegine and (R)-(+)-tetrahydroharman have been synthesized.

Chiral acetylenic sulfoxide in alkaloid synthesis. Total synthesis of (R)-(+)-carnegine

Remarkable diastereoselectivity was observed in the cyclization of β-aminovinyl sulfoxide 5a prepared from chiral acetylenic sulfoxide 1a in acidic medium. The cyclized product 6a was then converted to (R)-(+)-carnegine.