114137-94-9

Upstream product

• 114114-46-4 (R)-2-((4S,5S,6R)-6-{(1R,3R)-1-Hydroxy-3-[(4S,5S,6S)-6-((1S,2R)-2-hydroxy-1-methyl-butyl)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-1-methyl-butyl}-2,2,5-trimethyl-[1,3]dioxan-4-yl)-propionic acid 
• 114114-46-4 (R)-2-((4S,5S,6R)-6-{(1R,3R)-1-Hydroxy-3-[(2R,4S,5S,6S)-6-((1S,2R)-2-hydroxy-1-methyl-butyl)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-1-methyl-butyl}-2,2,5-trimethyl-[1,3]dioxan-4-yl)-propionic acid 
• 114114-33-9 [(4S,5S,6R)-2,2,5-Trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-methanol 
• 114114-29-3 (2R,4R)-4-[(4S,5S,6S)-6-((1S,2R)-2-Hydroxy-1-methyl-butyl)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-pentan-2-ol 
• 114137-93-8 (2S,3R,4S)-3-Benzenesulfinyl-4-[(2S,4R,5R,6R)-6-[(1R,2R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-pentan-2-ol 
• 114114-45-3 {(1R,2R)-2-[(2S,4R,5R,6R)-6-[(S)-2-((R)-Benzenesulfinyl)-1-methyl-ethyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-1-ethyl-propoxy}-tert-butyl-diphenyl-silane 
• 114181-58-7 {(1R,2R)-2-[(2S,4R,5R,6R)-6-[(S)-2-((S)-Benzenesulfinyl)-1-methyl-ethyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-1-ethyl-propoxy}-tert-butyl-diphenyl-silane 
• 123219-39-6 (2S,3R,4S)-4-[(2S,4R,5R,6R)-6-[(1R,2R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-3-phenylsulfanyl-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-pentan-2-ol 
• 114114-43-1 (S)-3-[(2S,4R,5R,6R)-6-[(1R,2R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-1,1,1-triphenyl-butan-2-one 
• 123219-40-9 (2R,4R)-4-[(2R,4S,5S,6R)-6-[(1R,2R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-pentan-2-ol 
• 114137-92-7 tert-Butyl-{(1R,2R)-1-ethyl-2-[(2S,4R,5R,6R)-2-(4-methoxy-phenyl)-5-methyl-6-((S)-1-methyl-2-phenylsulfanyl-ethyl)-[1,3]dioxan-4-yl]-propoxy}-diphenyl-silane 
• 114114-44-2 (R)-2-[(2R,4S,5S,6R)-6-[(1R,2R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propan-1-ol 
• 114114-29-3 (2R,4R)-4-[(2R,4S,5S,6S)-6-((1S,2R)-2-Hydroxy-1-methyl-butyl)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-pentan-2-ol 
• 114114-34-0 1-[(4R,5S,6R)-2,2,5-Trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-ethanone 

Downstream Products

• 3225-82-9 Erythronolide B 
• 56014-68-7 3,5-O-benzylidene-(9S)-dihydroerythronolide B 
• 123107-83-5 3,5-O-benzylideneerythronolide B 

Relevant academic research and scientific papers

Catalytic asymmetric synthesis of complex polypropionates: lewis base catalyzed aldol equivalents in the synthesis of erythronolide B

"Chemical Equation Presented" Powerful aldol reactions: Stereoselective Lewis base catalyzed aldol equivalents expediently provided eight of the ten stereocenters required for the synthesis of erythronolide B. Indeed, all eleven stereocenters present in the erythromycin aglycone have been derived directly or indirectly from catalytic asymmetric equivalents of aldol addition reactions (see scheme).

STEREO-CONTROLLED SYNTHESIS OF ERYTHRONOLIDES A AND B FROM 1,6-ANHYDRO-β-D-GLUCOPYRANOSE (LEVOGLUCOSAN). SKELETON ASSEMBLY IN (C9 - C13) + (C7 - C8) + (C1 - C6) SEQUENCE

Stereospecific syntheses of erythronolides A and B have been accomplished starting from 1,6-anhydro-β-D-glucopyranose (levoglucosan) in a uniform synthetic sequence.

TOTAL SYNTHESIS OF ERYTHRONOLIDE B. 1. SKELETON ASSEMBLY IN (C9-C13) + (C7-C8) + (C1-C6) SEQUENCE.

Erythronolide B has been synthesized starting from levoglucosan.