128855-99-2

Upstream product

• 129245-12-1 Benzoic acid (2S,3R,4S,5R)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-heptyl ester 
• 129245-14-3 (3S,4R,5S,6R,7S,8R)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-1,1,1-triphenyl-decan-2-one 
• 129245-09-6 2,6-didesoxy-3-O-(p-methoxybenzyl)-4-O-methoxymethyl-2,4,6-tri-C-methyl-D-glucopyranose 
• 128879-55-0 (2R,4R,5S,6R)-4-[(S)-2-((R)-Benzenesulfinyl)-1-methyl-ethyl]-6-[(1S,2R)-1,2-bis-(tert-butyl-dimethyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane 
• 128879-55-0 (2R,4R,5S,6R)-4-[(S)-2-((S)-Benzenesulfinyl)-1-methyl-ethyl]-6-[(1S,2R)-1,2-bis-(tert-butyl-dimethyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane 
• 129245-15-4 (S)-3-[(2R,4R,5S,6R)-6-[(1S,2R)-1,2-Bis-(tert-butyl-dimethyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-1,1,1-triphenyl-butan-2-one 
• 129245-17-6 (2R,4R,5S,6R)-4-[(1S,2R)-1,2-Bis-(tert-butyl-dimethyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-6-((S)-1-methyl-2-phenylsulfanyl-ethyl)-[1,3]dioxane 
• 129245-16-5 (R)-2-[(2R,4S,5S,6R)-6-[(1S,2R)-1,2-Bis-(tert-butyl-dimethyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propan-1-ol 
• 129269-51-8 (2R,3R,4S,5R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-heptanal 
• 129245-13-2 (2S,3R,4S,5R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-heptan-1-ol 
• 129245-10-9 Benzoic acid (2S,3R,4R,5R)-5-hydroxy-3-(4-methoxy-benzyloxy)-4-methoxymethoxy-2,4-dimethyl-heptyl ester 
• 129245-11-0 Benzoic acid (2S,3R,4R,5R)-4,5-dihydroxy-3-(4-methoxy-benzyloxy)-2,4-dimethyl-heptyl ester 
• 129269-50-7 (2S,3R,4R,5R)-3-(4-Methoxy-benzyloxy)-4-methoxymethoxy-2,4-dimethyl-heptane-1,5-diol 
• 114114-34-0 1-[(4S,5S,6R)-2,2,5-Trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-ethanone 

Downstream Products

• 128856-00-8 (2R,3R)-2-[(4R,5S,6R)-6-{(1S,2R,3S)-3-Hydroxy-1-methyl-2-phenylsulfanyl-3-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-butyl}-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-pentane-2,3-diol 
• 128856-00-8 (2R,3R)-2-[(2R,4R,5S,6R)-6-{(1S,2R,3S)-3-Hydroxy-1-methyl-2-phenylsulfanyl-3-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-butyl}-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-pentane-2,3-diol 
• 128879-58-3 (1S,2R,4R,5R,9S,10R,13R,14R,15R,19S,20S)-13-Ethyl-4,14-dihydroxy-17-(4-methoxy-phenyl)-2,4,7,7,10,14,19,20-octamethyl-6,8,12,16,18-pentaoxa-tricyclo[13.3.1.1^5,9]icosan-11-one 
• 26754-37-0 erythronolide A 
• 105545-15-1 (1S,2R,5R,6S,7R,8S,9S,10R,12R,13R,17S)-5-Ethyl-6,7,9,12-tetrahydroxy-2,6,8,10,12,17-hexamethyl-15-phenyl-4,14,16-trioxa-bicyclo[11.3.1]heptadecan-3-one 
• 105545-16-2 (1S,2R,5R,6S,7R,8R,10R,12R,13R,17S)-5-Ethyl-6,7,12-trihydroxy-2,6,8,10,12,17-hexamethyl-15-phenyl-4,14,16-trioxa-bicyclo[11.3.1]heptadecane-3,9-dione 

Relevant academic research and scientific papers

SYNTHESIS OF MACROLIDE ANTIBIOTIC. 20. SYNTHESIS OF ERYTHRONOLIDE A

A complete, stereocontrolled synthesis for erythronolide A was carried out by fusion of the (C9-C13) + (C7-C8) + (C%&1-C6) fragments from levoglucosan in 61 steps with 0.28percent total yield.

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.