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CAS 694-43-9

(1R,3r,5S)-bicyclo[3.1.0]hexan-3-ol

Codes: VEDR-015

Application context (from source-drug indications)

慢性炎症性脱髓鞘性多发性神经病VedroprevirChronic hepatitis CVedroprevirHepatitis CVedroprevir

Source drugs (routes using this intermediate)

DrugTierExpiry
VedroprevirTier 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.

VedroprevirOriginator routesteps: 14total yield: /
(2S,4R)-methyl 4-hydroxypyrrolidine-2-carboxylate→4-bromobenzene-1-sulfonyl chloride→(2S,4S)-methyl 4-(((4-bromophenyl)sulfonyl)oxy)pyrrolidine-2-carboxylate hydrochloride→(S)-2-((tert-butoxycarbonyl)amino)-3,3-dimethylbutanoic acid→(2S,4S)-methyl 4-(((4-bromophenyl)sulfonyl)oxy)-1-((S)-2-((tert-butoxycarbonyl)amino)-3,3-dimethylbutanoyl)pyrrolidine-2-carboxylate→(2S,4S)-4-(((4-bromophenyl)sulfonyl)oxy)-1-((S)-2-((tert-butoxycarbonyl)amino)-3,3-dimethylbutanoyl)pyrrolidine-2-carboxylic acid→(1R,2R)-methyl 1-amino-2-ethylcyclopropanecarboxylate→(1R,2R)-methyl 1-((2S,4S)-4-(((4-bromophenyl)sulfonyl)oxy)-1-((S)-2-((tert-butoxycarbonyl)amino)-3,3-dimethylbutanoyl)pyrrolidine-2-carboxamido)-2-ethylcyclopropanecarboxylate→(1R,3r,5S)-bicyclo[3.1.0]hexan-3-yl (2,5-dioxopyrrolidin-1-yl) carbonate→(1R,2R)-methyl 1-((2S,4S)-1-((S)-2-((((1R,3r,5S)-bicyclo[3.1.0]hexan-3-yloxy)carbonyl)amino)-3,3-dimethylbutanoyl)-4-(((4-bromophenyl)sulfonyl)oxy)pyrrolidine-2-carboxamido)-2-ethylcyclopropanecarboxylate→8-chloro-7-(2,2-dimethoxyethoxy)-2-(2-(isopropylamino)thiazol-4-yl)quinolin-4-ol→(1R,2R)-methyl 1-((2S,4R)-1-((S)-2-((((1R,3r,5S)-bicyclo[3.1.0]hexan-3-yloxy)carbonyl)amino)-3,3-dimethylbutanoyl)-4-((8-chloro-7-(2,2-dimethoxyethoxy)-2-(2-(isopropylamino)thiazol-4-yl)quinolin-4-yl)oxy)pyrrolidine-2-carboxamido)-2-ethylcyclopropanecarboxylate→(1R,2R)-methyl 1-((2S,4R)-1-((S)-2-((((1R,3r,5S)-bicyclo[3.1.0]hexan-3-yloxy)carbonyl)amino)-3,3-dimethylbutanoyl)-4-((8-chloro-2-(2-(isopropylamino)thiazol-4-yl)-7-(2-morpholinoethoxy)quinolin-4-yl)oxy)pyrrolidine-2-carboxamido)-2-ethylcyclopropanecarboxylate→cyclopent-3-en-1-ol→(1R,3r,5S)-bicyclo[3.1.0]hexan-3-ol→bis(2,5-dioxopyrrolidin-1-yl) carbonate→1-(2-amino-3-chloro-4-methoxyphenyl)ethanone→1-(2-amino-3-chloro-4-hydroxyphenyl)ethanone→2-bromo-1,1-dimethoxyethane→1-(2-amino-3-chloro-4-(2,2-dimethoxyethoxy)phenyl)ethanone→2-(isopropylamino)thiazole-4-carboxylic acid→N-(6-acetyl-2-chloro-3-(2,2-dimethoxyethoxy)phenyl)-2-(isopropylamino)thiazole-4-carboxamide

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