134037-90-4

Upstream product

• 34837-55-3 Phenylselenyl bromide 
• 118918-76-6 (2S,5R)-2-phenyl-1-aza-3-oxabicyclo<3.3.0>octan-8-one 
• 6893-26-1 D-Glutamic acid 
• 13107-55-6 D-glutamic acid diethyl ester 
• 66673-40-3 (R)-5-hydroxymethylpyrrolidin-2-one 
• 68766-96-1 ethyl (R)-2-pyrrolidone-5-carboxylate 

Downstream Products

• 118868-00-1 (3S,6R,7R,7aS)-6,7-Dihydroxy-3-phenyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one 
• 118868-00-1 (2S,5R,6S,7S)-2-phenyl-6,7-dihydroxy-1-aza-3-oxabicyclo<3.3.0>octan-8-one 
• 118868-01-2 (2S,5R,6S,7S)-2-phenyl-6,7-(isopropylidene)dioxy-1-aza-3-oxabicyclo<3.3.0>octan-8-one 
• 77674-99-8 6-<<1(S)-<3(S),4-dihydro-8-hydroxy-1-oxo-1H-2-benzopyran-3-yl>-3-methylbutyl>amino>-4(S),5(S)-dihydroxy-6-oxo-3(S)-ammoniohexanoate 
• 118867-99-5 (2S,5R)-2-phenyl-1-aza-3-oxabicyclo<3.3.0>oct-6-en-8-one 

Relevant academic research and scientific papers

Efficient total synthesis of AI-77-B, a gastroprotective substance from Bacillus pumilus AI-77

First total synthesis of AI-77-B (1), a gastroprotective substance from Bacillus pumilus AI-77, was achieved in a stereoselective and convergent manner. In this synthesis, the dihydroisocoumarin part 2 was constructed in one step through 1,2-addition of the benzylic anion 17b to Boc-L-leucinal 7b. The hydroxy amino acid 4 was elaborated from (R)-glutamic acid in a highly stereoselective manner. Condensation of 2·HCl and 4, intramolecular Pinner reaction, followed by mild hydrolysis afforded AI-77-B (1).