138535-45-2

Upstream product

• 6555-40-4 ethyl 2-hydroxy-6-methylbenzoate 

Downstream Products

• 142955-61-1 (1S',2R,3S,3R,4S)-N-<1'-(3,4-dihydro-8-hydroxy-1-oxo-1H-2-benzopyran-3-yl)-3'-methylbutyl>-4-<(benzyloxycarbonyl)amino>-5-(benzyloxycarbonyl)-2,3-dihydroxypentamide 
• 142955-56-4 (1S',3S,4S)-(E)-N-<1'-(3,4-dihydro-8-hydroxy-1-oxo-1H-2-benzopyran-3-yl)-3'-methylbutyl>-4-<(benzyloxycarbonyl)amino>-5-(benzyloxycarbonyl)-pent-2-enamide 
• 142955-56-4 (1S',3S,4S)-(Z)-N-<1'-(3,4-dihydro-8-hydroxy-1-oxo-1H-2-benzopyran-3-yl)-3'-methylbutyl>-4-<(benzyloxycarbonyl)amino>-5-(benzyloxycarbonyl)-pent-2-enamide 
• 142955-60-0 ((2S,3S)-2-{(S)-Hydroxy-[(S)-1-((S)-8-hydroxy-1-oxo-isochroman-3-yl)-3-methyl-butylcarbamoyl]-methyl}-5-oxo-tetrahydro-furan-3-yl)-carbamic acid benzyl ester 
• 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 

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).