128855-99-2

Upstream product

• 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 
• 114114-34-0 1-[(4S,5S,6R)-2,2,5-Trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-ethanone 
• 76690-23-8 (1S,2S,3S,4R,5R)-2,4-Dimethyl-6,8-dioxabicyclo<3.2.1>octan-3-ol 
• 114114-31-7 Acetic acid (4S,5S,6S)-6-((R)-1-[1,3]dithiolan-2-yl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-ylmethyl ester 
• 123219-60-3 Acetic acid (2S,3S,4S,5R)-5-[1,3]dithiolan-2-yl-2,4-dihydroxy-3-methyl-hexyl ester 
• 114114-32-8 Acetic acid (4S,5S,6S)-2,2,5-trimethyl-6-((R)-1-methyl-2-oxo-ethyl)-[1,3]dioxan-4-ylmethyl ester 
• 114114-47-5 Acetic acid (4S,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-ylmethyl ester 
• 123219-54-5 (4S,5S,6R)-2,2,5-Trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxane-4-carbaldehyde 
• 114114-33-9 [(4S,5S,6R)-2,2,5-Trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-methanol 
• 114114-34-0 1-[(4R,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 
• 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 
• 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 
• 26754-37-0 erythronolide A 
• 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 
• 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 

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.