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CAS 74761-42-5
(methoxycarbonyl)-D-valineN-(Methoxycarbonyl)-L-valine
Codes: ELBA-014, Emitasvir Phosphate-009, RAVI-009
Application context (from source-drug indications)
Hepatitis CElbasvirChronic hepatitis CElbasvirHepatic function declineElbasvirRenal impairmentElbasvirViral hepatitisElbasvirHepatitis CEmitasvir PhosphateRenal impairmentEmitasvir PhosphateHepatic function declineEmitasvir PhosphateChronic hepatitis CEmitasvir PhosphateHepatitis CRavidasvir HydrochlorideViral infectionRavidasvir HydrochlorideChronic hepatitis CRavidasvir Hydrochloride
Source drugs (routes using this intermediate)
| Drug | Tier | Expiry |
|---|---|---|
| Elbasvir | Tier C — Watch / trade | - |
| Emitasvir Phosphate | Tier C — Watch / trade | - |
| Ravidasvir Hydrochloride | Tier 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.
3-bromophenol→3-bromophenyl acetate→1-(4-bromo-2-hydroxyphenyl)ethan-1-one→(4-bromophenyl)hydrazine→(E)-5-bromo-2-(1-(2-(4-bromophenyl)hydrazineylidene)ethyl)phenol→5-bromo-2-(5-bromo-1H-indol-2-yl)phenol→(dibromomethyl)benzene→3,10-dibromo-6-phenyl-6H-benzo[5,6][1,3]oxazino[3,4-a]indole→4,4,4',4',5,5,5',5'-octamethyl-2,2'-bi(1,3,2-dioxaborolane)→6-phenyl-3,10-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6H-benzo[5,6][1,3]oxazino[3,4-a]indole→tert-butyl (S)-2-(5-bromo-1H-imidazol-2-yl)pyrrolidine-1-carboxylate→di-tert-butyl 2,2'-((6-phenyl-6H-benzo[5,6][1,3]oxazino[3,4-a]indole-3,10-diyl)bis(1H-imidazole-4,2-diyl))(2S,2'S)-bis(pyrrolidine-1-carboxylate)→(S)-6-phenyl-3,10-bis(2-((S)-pyrrolidin-2-yl)-1H-imidazol-4-yl)-6H-benzo[5,6][1,3]oxazino[3,4-a]indole→(methoxycarbonyl)-D-valine
3-bromophenol→tert-butyl (S)-2-(5-bromo-1H-imidazol-2-yl)pyrrolidine-1-carboxylate→(S)-6-phenyl-3,10-bis(2-((S)-pyrrolidin-2-yl)-1H-imidazol-4-yl)-6H-benzo[5,6][1,3]oxazino[3,4-a]indole→(methoxycarbonyl)-D-valine→2-(2,5-dibromophenyl)acetic acid→3-bromophenyl 2-(2,5-dibromophenyl)acetate→1-(4-bromo-2-hydroxyphenyl)-2-(2,5-dibromophenyl)ethan-1-one→5-bromo-2-(2-(2,5-dibromophenyl)-1-iminoethyl)phenol→((N-((1S,2S)-1,2-diphenyl-2-((3-phenylpropyl)amino)ethyl)-4-methylphenyl)sulfonamido)ruthenium(II) chloride→(R)-2-(1-amino-2-(2,5-dibromophenyl)ethyl)-5-bromophenol→(R)-5-bromo-2-(5-bromoindolin-2-yl)phenol→(6S,12aR)-3,10-dibromo-6-phenyl-12,12a-dihydro-6H-benzo[5,6][1,3]oxazino[3,4-a]indole→(S)-3,10-dibromo-6-phenyl-6H-benzo[5,6][1,3]oxazino[3,4-a]indole→di-tert-butyl 2,2'-(((S)-6-phenyl-6H-benzo[5,6][1,3]oxazino[3,4-a]indole-3,10-diyl)bis(1H-imidazole-4,2-diyl))(2S,2'S)-bis(pyrrolidine-1-carboxylate)
tert-butyl (S)-2-(5-bromo-1H-imidazol-2-yl)pyrrolidine-1-carboxylate→(methoxycarbonyl)-D-valine→tert-butyl (S)-2-(hydroxymethyl)pyrrolidine-1-carboxylate→tert-butyl (S)-2-(1H-imidazol-2-yl)pyrrolidine-1-carboxylate→tert-butyl (S)-2-(5-bromo-4-chloro-1H-imidazol-2-yl)pyrrolidine-1-carboxylate→tert-butyl (S)-2-(4-chloro-1H-imidazol-2-yl)pyrrolidine-1-carboxylate→(S)-4-chloro-2-(pyrrolidin-2-yl)-1H-imidazole→methyl ((R)-1-((S)-2-(4-chloro-1H-imidazol-2-yl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-yl)carbamate→(S)-6-phenyl-3,10-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6H-benzo[5,6][1,3]oxazino[3,4-a]indole
2-Amino-4-bromophenylamine→N-Boc-L-proline→tert-Butyl 2(S)-(5-bromo-2-benzimidazolyl)pyrrolidine-1-carboxylate→tert-Butyl (2S)-2-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]pyrrolidine-1-carboxylate→tert-Butyl (2S)-2-[4-(4-[(1S,4R)-8-[(trifluoromethanesulfonyl)oxy]-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]phenyl)-1H-imidazol-2-yl]pyrrolidine-1-carboxylate→tert-Butyl (2S)-2-(4-[4-[(1S,4R)-8-[2-[(2S)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl]-1H-benzimidazol-5-yl]-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]phenyl]-1H-imidazol-2-yl)pyrrolidine-1-carboxyla te→2-[(2S)-Pyrrolidin-2-yl]-5-[(1R,4S)-8-(4-[2-[(2S)-pyrrolidin-2-yl]-1H-imidazol-4-yl]phenyl)-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-1H-benzimidazole→2-[(2S)-Pyrrolidin-2-yl]-5-[(1R,4S)-8-(4-[2-[(2S)-pyrrolidin-2-yl]-1H-imidazol-5-yl]phenyl)-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-1H-benzimidazole tetrahydrogen chloride→N-(Methoxycarbonyl)-L-valine→Methyl [(2S)-1-[(2S)-2-[5-[(1R,4S)-8-(4-[2-[(2S)-1-[(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl]pyrrolidin-2-yl]-1H-imidazol-4-yl]phenyl)-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-1H-benzimi dazol-2-yl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate
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