A kind of synthesis method of azithromycin rearrangement impurity lactam
A technique for the synthesis of azithromycin, applied in the field of chemistry, can solve the problems of only 55% yield, only 63%, complex step-by-step operation, etc., and achieve the effects of easy distillation, high solubility, and simple post-reaction treatment
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
Embodiment 1
[0031] Example 1 (2R, 3S, 4R, 5R, 8R, 10R, 11R, 12S, 13S, 14R)-11-[[(3,4,6)-trideoxy-3-(dimethylamino)-β- D-xyl-hexapyranosyl]oxy]-2-ethyl-3,4,10-trihydroxy-13-[(2,6-dideoxy-3-C-methyl-3-O-methyl base-α-L-nucleo-hexapyranosyl)oxy]-3,5,8,10,12,14-hexamethyl-1-oxa-6-azacyclopentadecane-7,15 - Synthesis of diketones
[0032] (3R,4R,5S,6R,9R,10S,11S,12R,13R,15R,Z)-12-[[3,4,6-trideoxy-3-(dimethylamino)-β-D- Wood-hexyranosyl]oxy]-6-ethyl-4,5-dihydroxy-10-[(2,6-dideoxy-3-C-methyl-3-O-methyl-a-L- Nucleo-hexapyranosyl)oxy]-3,5,9,11,13,15-hexamethyl-7,16-dioxo-2-azabicyclo[11.2.1]hexadecane-1- Add 20g of en-8-one (compound II, 26mmol) and 100ml of dichloromethane into a three-neck flask, control the temperature at 20-25°C, add 1.72g (28.6mmol) of glacial acetic acid, and 3.95g (28.6mmol) of potassium carbonate Dissolve in 20ml of water, stir for 2-3 hours, add 20ml of water to wash, separate layers, take the organic layer and distill under reduced pressure to obtain 18.6g of white s...
Embodiment 2
[0034] Example 2 (2R, 3S, 4R, 5R, 8R, 10R, 11R, 12S, 13S, 14R)-11-[[(3,4,6)-trideoxy-3-(dimethylamino)-β- D-xyl-hexapyranosyl]oxy]-2-ethyl-3,4,10-trihydroxy-13-[(2,6-dideoxy-3-C-methyl-3-O-methyl base-α-L-nucleo-hexapyranosyl)oxy]-3,5,8,10,12,14-hexamethyl-1-oxa-6-azacyclopentadecane-7,15 - Synthesis of diketones
[0035](3R,4R,5S,6R,9R,10S,11S,12R,13R,15R,Z)-12-[[3,4,6-trideoxy-3-(dimethylamino)-β-D- Wood-hexyranosyl]oxy]-6-ethyl-4,5-dihydroxy-10-[(2,6-dideoxy-3-C-methyl-3-O-methyl-a-L- Nucleo-hexapyranosyl)oxy]-3,5,9,11,13,15-hexamethyl-7,16-dioxo-2-azabicyclo[11.2.1]hexadecane-1- Add 20g of en-8-one (compound II, 26mmol), 50ml of dichloromethane into a three-necked flask, control the temperature at 20-25°C, add 1.72g (28.6mmol) of glacial acetic acid, 3.95g (28.6mmol) of potassium carbonate Dissolve in 20ml of water, stir for 2-3 hours, add 20ml of water to wash, separate layers, take the organic layer and distill under reduced pressure to obtain 17g of white solid, yie...
Embodiment 3
[0037] Example 3 (2R, 3S, 4R, 5R, 8R, 10R, 11R, 12S, 13S, 14R)-11-[[(3,4,6)-trideoxy-3-(dimethylamino)-β- D-xyl-hexapyranosyl]oxy]-2-ethyl-3,4,10-trihydroxy-13-[(2,6-dideoxy-3-C-methyl-3-O-methyl base-α-L-nucleo-hexapyranosyl)oxy]-3,5,8,10,12,14-hexamethyl-1-oxa-6-azacyclopentadecane-7,15 - Synthesis of diketones
[0038] (3R,4R,5S,6R,9R,10S,11S,12R,13R,15R,Z)-12-[[3,4,6-trideoxy-3-(dimethylamino)-β-D- Wood-hexyranosyl]oxy]-6-ethyl-4,5-dihydroxy-10-[(2,6-dideoxy-3-C-methyl-3-O-methyl-a-L- Nucleo-hexapyranosyl)oxy]-3,5,9,11,13,15-hexamethyl-7,16-dioxo-2-azabicyclo[11.2.1]hexadecane-1- Add 20g of en-8-one (compound II, 26mmol) and 100ml of dichloromethane into a three-neck flask, control the temperature at 40-45°C, add 1.72g (28.6mmol) of glacial acetic acid, and 3.95g (28.6mmol) of potassium carbonate Dissolve in 20ml of water, stir for 2-3 hours, add 20ml of water to wash, separate layers, take the organic layer and distill under reduced pressure to obtain 16.2g of white s...
PUM
Abstract
Description
Claims
Application Information
- R&D Engineer
- R&D Manager
- IP Professional
- Industry Leading Data Capabilities
- Powerful AI technology
- Patent DNA Extraction
Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.
© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com