130202-79-8

Upstream product

• 79898-19-4 (2R,3S)-3-phenyloxiranecarboxylic acid 
• 79898-20-7 (S)-α-methylbenzylammonium (2R,3S)-2,3-epoxy-3-phenylpropionate 
• 1566-68-3 (2RS,3SR)-2,3-epoxy-3-phenyl-propionic acid 
• 140-10-3 (E)-3-phenylacrylic acid 
• 23826-47-3 2-(methylamino)-1-phenylethanone hydrochloride 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 115794-67-7 methyl (2R,3S)-3-phenylglycidate 
• 104196-23-8 (2S,3S)-2,3-epoxy-3-phenyl-1-propanol 
• 173691-07-1 (2R,3S)-2,3-Dihydroxy-N-methyl-N-(2'-phenyl-1',3'-dithiolan-2'-ylmethyl)-3-phenylpropionamide 
• 190771-98-3 (2R,3S)-2,3-Dihydroxy-N-<(2'RS)-2'-hydroxy-2'-phenylethyl>-N-methylpropanamide 
• 173691-06-0 (4R,5S)--2,2-dimethyl-5-phenyl-1,3-dioxolane 
• 122743-18-4 methyl (2R,3S)-2,3-dihydroxy-3-phenylpropanoate 
• 68579-60-2 2-(methylamino)-1-phenylethanol 
• 132490-26-7 (2R,3S)-phenyl 3-phenyloxirane-2-carboxylate 

Downstream Products

• 130273-47-1 (3R,4S,5R)-neoclausenamidone 
• 103541-16-8 (-)-dehydroclausenamide 
• 103541-16-8 (-)-dehydroclausenamide 
• 130202-81-2 7-O-tosylneoclausenamide 
• 109905-95-5 (±)-(3R,4S,5S,6R)-clausenamide 
• 130273-48-2 (3R,4S,5S)-clausenamidone 

Relevant academic research and scientific papers

The preparation of optically active epineoclausenamide and enantiomeric separation of its racemate

We synthesized the optically active epineoclausenamide by utilizing chiral reagents, such as R-α-methylbenzylamine and S-α-methylbenzylamine, for the resolution of the intermediate (trans-3-phenyl-oxiranecarboxylic acid 12), followed by amide exchange, cy

New procedures for the Julia-Colonna asymmetric epoxidation: Synthesis of (+)-clausenamide

The oxidation of chalcone 1 to optically active epoxide 2 [a precursor of (+)-clausenamide (+)-3] may be effected using a 15-mer or 20-mer of L-leucine bound to a PEG based support; poly-L-leucines of this type may be used as immobilised catalysts in a fixed-bed reactor.

An asymmetric total synthesis of (+)-(3R,4S,5R,7S)-neoclausenamide

A new hepatoprotective lactam (+)-(3R,4S,5R,7S)-neoclausenamide 1 isolated from the leaves of Chinese folk medicine Clausena lansium (Lour.) Skeel, has been readily synthesized from methyl (2R,3S)-2,3-dihydroxy-3-phenylpropanoate in 22.0% overall yield.

Asymmetric synthesis of (-)-dehydroclausenamide

Asymmetric synthesis of (-)-dehydroclausenamide 1 by scheme 2 was reported. Sharpless epoxidation was applied to cinnamyl alcohol for introduction of two desired chiral centers and the potential hydroxyl group. The key intermediate, γ-lactam (-)-5, was obtained by regio-selective intramolecular cyclization of (-)-6. Subsequent stereo-selective reduction was achieved by reducing C3-tetrahydropyranyl ether of (-)-5. The title natural product was then obtained by successive tosylation, hydrolysis and cyclization.