147384-55-2

Upstream product

• 1197011-35-0 (E)-(2S,3R)-3-Hydroxy-2,4-dimethyl-hex-4-enoic acid methyl ester 
• 187038-21-7 (-)-(2S,3R)-methyl 3-acetoxy-2,4-dimethyl-hex-(4E)-enoate 
• 107184-58-7 (+/-)-methyl 3-acetoxy-2,4-dimethyl-hex-(4E)-enoate 
• 187038-24-0 (E)-(2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2,4-dimethyl-6-oxo-hex-4-enoic acid 2-trimethylsilanyl-ethyl ester 
• 187038-03-5 (E)-(4R,6S)-4-Benzyloxy-7,7-bis-ethylsulfanyl-2,6-dimethyl-hept-2-enoic acid ethyl ester 
• 187038-04-6 (E)-(4R,6S)-4-Benzyloxy-2,6-dimethyl-7-oxo-hept-2-enoic acid ethyl ester 
• 187038-23-9 (E)-(2S,3R)-6-Bromo-3-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethyl-hex-4-enoic acid 2-trimethylsilanyl-ethyl ester 
• 187038-15-9 (1S,3R,4aR,8S,10S,10aS,10bS)-3-Methoxy-4a,8,10b-trimethyl-2,3,4a,8,9,10,10a,10b-octahydro-1H-benzo[f]chromene-1,10-diol 
• 187038-13-7 (3R,4aR,8S,10R,10aS,10bS)-3-Methoxy-4a,8,10b-trimethyl-2,3,4a,8,9,10,10a,10b-octahydro-1H-benzo[f]chromene-1,10-diol 
• 187038-22-8 (E)-(2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2,4-dimethyl-hex-4-enoic acid 2-trimethylsilanyl-ethyl ester 
• 187038-02-4 (2R,4S)-2-Benzyloxy-5,5-bis-ethylsulfanyl-4-methyl-pentanal 
• 187038-09-1 (1R,2R,4aR,5R,6S,8R,8aS)-8-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-5-methoxymethoxy-1,2,6-trimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carbaldehyde 
• 187038-11-5 (1R,2R,4aR,5S,6S,8R,8aS)-8-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-5-chloro-1,2,6-trimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carbaldehyde 

Downstream Products

• 184299-64-7 (2E,4E,6E,8E)-(10R,11S)-10-Hydroxy-5,9,11-trimethyl-dodeca-2,4,6,8-tetraenedioic acid 12-((3R,4aR,8S,10S,10aS,10bR)-3-hydroxy-4a,8,10b-trimethyl-1-oxo-2,3,4a,8,9,10,10a,10b-octahydro-1H-benzo[f]chromen-10-yl) ester 1-methyl ester 

Relevant academic research and scientific papers

The first total synthesis of calbistrin A, a microbial product possessing multiple bioactivities

The octahydronaphthopyranone moiety is synthesized from methyl α-D-mannopyranoside through the intramolecular Diels-Alder reaction, and the tetraenedicarboxylic acid moiety is from the enzymatically prepared anti-compound. Both moieties were coupled to accomplish the total synthesis of calbistrin A and to disclose its absolute structure.