544429-34-7

Upstream product

• 144950-82-3 (E)-4-(t-butyl-dimethyl-silanyloxy)-2-methyl-but-2-enal 
• 544429-36-9 (E)-(2S,3R,5S)-5-Benzyloxy-8-(tert-butyl-dimethyl-silanyloxy)-2,6-dimethyl-3-trimethylsilanyloxy-oct-6-enoic acid methoxy-methyl-amide 
• 237735-58-9 methyl (4E)-6-[(t-butyldimethylsilyl)oxy]-4-methyl-3-hydroxy-4-hexenoate 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 132835-15-5 (Z)-1,4-bis(tert-butyldimethylsilanyloxy)but-2-ene 
• 100-39-0 benzyl bromide 
• 102191-92-4 tert-butyldimethylsiloxyacetaldehyde 
• 544429-70-1 [(E)-(3R,4R,6S)-6-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-1,3,7-trimethyl-4-trimethylsilanyloxy-non-7-enyl]-phosphonic acid diethyl ester 
• 544429-37-0 (E)-(2S,3R,5S)-5-Benzyloxy-8-(tert-butyl-dimethyl-silanyloxy)-2,6-dimethyl-3-trimethylsilanyloxy-oct-6-enal 
• 544429-33-6 (E)-(S)-3-Benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-4-methyl-hex-4-enoic acid methyl ester 
• 237735-59-0 methyl (4E,3S)-6-[(t-butyldimethylsilyl)oxy]-4-methyl-3-hydroxy-4-hexenoate 
• 169898-09-3 (E)-(S)-7-(tert-Butyl-dimethyl-silanyloxy)-5-methyl-hepta-1,5-dien-4-ol 
• 169898-14-0 (S)-4-Benzyl-3-[(E)-(2S,3R,5S)-5-benzyloxy-8-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2,6-dimethyl-oct-6-enoyl]-oxazolidin-2-one 
• 169898-15-1 (E)-(2S,3R,5S)-5-Benzyloxy-8-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2,6-dimethyl-oct-6-enoic acid methoxy-methyl-amide 

Downstream Products

• 544429-45-0 (2E,9E,11E,18E,20E,22E)-(5S,7R,8R,13S,15R,16S,17R)-7,13-Bis-benzyloxy-5-(2-benzyloxy-ethyl)-15-hydroxy-17-methoxy-8,12,16,18,22-pentamethyl-23-(2-methyl-oxazol-4-yl)-tricosa-2,9,11,18,20,22-hexaenoic acid 
• 544429-40-5 (2E,9E,11E,13E)-(4S,6R,7S,8R)-4-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-3,7,9,13-tetramethyl-14-(2-methyl-oxazol-4-yl)-tetradeca-2,9,11,13-tetraene-6,8-diol 
• 544429-41-6 (2E,9E,11E,13E)-(4S,6R,7S,8R)-4-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-8-methoxy-3,7,9,13-tetramethyl-14-(2-methyl-oxazol-4-yl)-tetradeca-2,9,11,13-tetraen-6-ol 
• 544429-39-2 (1E,3E,5E,12E)-(8S,9R,11S)-11-Benzyloxy-14-(tert-butyl-dimethyl-silanyloxy)-9-hydroxy-2,6,8,12-tetramethyl-1-(2-methyl-oxazol-4-yl)-tetradeca-1,3,5,12-tetraen-7-one 
• 544429-38-1 (1E,3E,5E,12E)-(8S,9R,11S)-11-Benzyloxy-14-(tert-butyl-dimethyl-silanyloxy)-2,6,8,12-tetramethyl-1-(2-methyl-oxazol-4-yl)-9-trimethylsilanyloxy-tetradeca-1,3,5,12-tetraen-7-one 

Relevant academic research and scientific papers

Enantioselective total synthesis of the antitumor macrolide rhizoxin D

The convergent, highly enantioselective synthesis of rhizoxin D, a natural product possessing potent antitumor and antifungal bioactivity, is described. The C(1)-C(9) fragment of the molecule was synthesized utilizing a threefold pseudosymmetric intermediate ultimately derived from γ-butyrolactone. The central core of rhizoxin D was prepared via a chiral resolution/asymmetric aldol protocol. Several methods for the generation of the polyene fragment were explored, and the side-chain was ultimately prepared from serine in six steps. The unification of the left and right wings of the molecule was achieved using a one-step olefination protocol, and the macrocyclization was carried out using a Horner-Emmons olefination at the C(2)-C(3) olefin.