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CAS 1390626-12-6

(2R,3S)-3-azido-1-(isobutylamino)-4-(3-(trifluoromethyl)phenyl)butan-2-ol

Codes:DARU-055

Application context (from source-drug indications)

HIV感染乙醇达芦那韦/利托那韦HIV感染乙醇达芦那韦/考比司他

Source drugs (routes using this intermediate)

DrugTierExpiry
乙醇达芦那韦/利托那韦Darunavir Ethanolate/RitonavirTier C — Watch / trade-
乙醇达芦那韦/考比司他Darunavir Ethanolate/CobicistatTier C — Watch / trade-

Position in synthesis routes (up/downstream chain)

Ordered by route registration; left → right is the synthesis direction. The highlighted node is the current CAS; others link to their own profiles.

乙醇达芦那韦/利托那韦优化路线steps: 11total yield: /
methyl (E)-4-bromobut-2-enoate→(3-(trifluoromethyl)phenyl)boronic acid→methyl (E)-4-(3-(trifluoromethyl)phenyl)but-2-enoate→(E)-4-(3-(trifluoromethyl)phenyl)but-2-en-1-ol→(E)-1-(4-bromobut-2-en-1-yl)-3-(trifluoromethyl)benzene→(2S,3R)-1-bromo-4-(3-(trifluoromethyl)phenyl)butane-2,3-diol→(R)-1-((R)-oxiran-2-yl)-2-(3-(trifluoromethyl)phenyl)ethan-1-ol→(2R,3R)-1-(isobutylamino)-4-(3-(trifluoromethyl)phenyl)butane-2,3-diol→tert-butyl ((2R,3R)-2,3-dihydroxy-4-(3-(trifluoromethyl)phenyl)butyl)(isobutyl)carbamate→(R)-5-((R)-1-hydroxy-2-(3-(trifluoromethyl)phenyl)ethyl)-3-isobutyloxazolidin-2-one→(R)-1-((R)-3-isobutyl-2-oxooxazolidin-5-yl)-2-(3-(trifluoromethyl)phenyl)ethyl methanesulfonate→(R)-5-((S)-1-azido-2-(3-(trifluoromethyl)phenyl)ethyl)-3-isobutyloxazolidin-2-one→(2R,3S)-3-azido-1-(isobutylamino)-4-(3-(trifluoromethyl)phenyl)butan-2-ol
乙醇达芦那韦/考比司他优化路线steps: 11total yield: /
methyl (E)-4-bromobut-2-enoate→(3-(trifluoromethyl)phenyl)boronic acid→methyl (E)-4-(3-(trifluoromethyl)phenyl)but-2-enoate→(E)-4-(3-(trifluoromethyl)phenyl)but-2-en-1-ol→(E)-1-(4-bromobut-2-en-1-yl)-3-(trifluoromethyl)benzene→(2S,3R)-1-bromo-4-(3-(trifluoromethyl)phenyl)butane-2,3-diol→(R)-1-((R)-oxiran-2-yl)-2-(3-(trifluoromethyl)phenyl)ethan-1-ol→(2R,3R)-1-(isobutylamino)-4-(3-(trifluoromethyl)phenyl)butane-2,3-diol→tert-butyl ((2R,3R)-2,3-dihydroxy-4-(3-(trifluoromethyl)phenyl)butyl)(isobutyl)carbamate→(R)-5-((R)-1-hydroxy-2-(3-(trifluoromethyl)phenyl)ethyl)-3-isobutyloxazolidin-2-one→(R)-1-((R)-3-isobutyl-2-oxooxazolidin-5-yl)-2-(3-(trifluoromethyl)phenyl)ethyl methanesulfonate→(R)-5-((S)-1-azido-2-(3-(trifluoromethyl)phenyl)ethyl)-3-isobutyloxazolidin-2-one→(2R,3S)-3-azido-1-(isobutylamino)-4-(3-(trifluoromethyl)phenyl)butan-2-ol

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