1378391-45-7
Name | Velpatasvir intermediate |
CAS | 1378391-45-7 |
EINECS(EC#) | 807-100-0 |
Molecular Formula | C44H53N7O7 |
MDL Number | MFCD29037364 |
Molecular Weight | 791.93 |
MOL File | 1378391-45-7.mol |
Synonyms
Velpatasvir R Isomer
intermediate for Velpatasvir
Boc Velpatasvir R Isomer (Imidazole)
Velpatasvir S,S Isomer (Imidazole) Boc
Velpatasvir intermediate ISO 9001:2015 REACH
Tert-Butyl(2S,4S)-2-(4-(2-((2S,5S)-1-((methoxycarbonyl)
tert-butyl (2S,4S)-2-(5-(2-((2S,5S)-1-((methoxycarbonyl)-L-valyl)-5-methyl
tert-butyl(2S,4S)-2-[5-(2-{(2S,5S)-1-[N-(methoxycarbonyl)-L-valyl]-5-methylpyrrolidin-2-yl}-1,11-
(2S,4S)-2-[5-[1,11-Dihydro-2-[(2S,5S)-1-[(2S)-2-[(methoxycarbonyl)amino]-3-methyl-1-oxobutyl]-5-meth
(2S,4S)-2-[5-[1,11-Dihydro-2-[(2S,5S)-1-[(2S)-2-[(methoxycarbonyl)amino]-3-methyl-1-oxobutyl]-5-methyl-2-pyrrolidinyl][2]benzopyrano[4
tert-butyl(2S,4S)-2-[5-(2-{(2S,5S)-1-[N-(methoxycarbonyl)-L-valyl]-5-methylpyrrolidin-2-yl}-1,11-dihydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-9-yl)-1H-imidazol-2-yl]-4-(methoxymethyl)pyrro
(2S,4S)-2-[5-[1,11-Dihydro-2-[(2S,5S)-1-[(2S)-2-[(methoxycarbonyl)amino]-3-methyl-1-oxobutyl]-5-methyl-2-pyrrolidinyl][2]benzopyrano[4',3':6,7]naphth[1,2-d]imidazol-9-yl]-1H-imidazol-2-yl]-4-(methoxym
Tert-butyl (2S,4S)-2-(5-(2-((2S,5S)-1-((methoxycarbonyl)-L-valyl-5-methylpyrrrolidin-2-yl)-1,11-dihydroisocgromeno[4’,3’:6,7]naphtho[1,2-d]imidazol-9-yl)-1H-imidazol-2-yl)-4-(methoxymethyl)pyrrolidin-1-carboxylate
Tert-Butyl(2S,4S)-2-(4-(2-((2S,5S)-1-((methoxy carbonyl)-L-valyl)-5-methyl pyrrolidin-2-yl)-1,11-dihydro isochro-meno[4,3:6,7]Naphtho[1,2-d]imidazol-9-yl)-1H-imidazol-2-yl)-4-(methoxymethyl)pyrrolidine-1-carboxylate
tert-butyl (2S,4S)-2-[5-(2-{(2S,5S)-1-[N-(methoxycarbonyl)-L-valyl]-5-methylpyrrolidin-2-yl}-1,11-dihydroisochromeno[4′,3′:6,7]naphtho[1,2-d]imidazol-9-yl)-1H-imidazol-2-yl]-4-(methoxymethyl)pyrrolidine-1-carboxylate
tert-butyl (2S,4S)-2-[5-(2-{(2S,5S)-1-[N-(methoxycarbonyl)-L-valyl]-5-methylpyrrolidin-2-yl}-1,11-dihydroisochromeno[4′,3′:6,7]naphtho[1,2-d]imidazol-9-yl)-1H-imidazol-2-yl]-4-(methoxymethyl)pyrrolidine-1-carboxylate (N-2 step)
(2S,4S)-TERT-BUTYL 2-(5-(2-((2S,5S)-1-((S)-2-((METHOXYCARBONYL)AMINO)-3-METHYLBUTANOYL)-5-METHYLPYRROLIDIN-2-YL)-1,11-DIHYDROISOCHROMENO[4',3':6,7]NAPHTHO[1,2-D]IMIDAZOL-9-YL)-1H-IMIDAZOL-2-YL)-4-(METHOXYMETHYL)PYRROLIDINE-1-CARBOXYLATE
tert-butyl (2S,4S)-2-[5-(2-{(2S,5S)-1-[N-(methoxycarbonyl)-L-valyl]-5-methylpyrrolidin-2-yl}-1,11-dihydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-9-yl)-1H-imidazol-2-yl]-4-(methoxymethyl)pyrrolidine-1-carboxylate (or) Oxidized compound
tert - buty ](2S,4S)-2-(5-(2-((2S,5S)-1-(( methoxycarbonyl )- L - valyl )-5- methylpyrrolidin -2- yl )-1,11- dihydroisochromeno [4,3':6,7] naphtho [1,2- d ] imidazol -9- yl )-1H- imidazol -2- yl )-4-( methoxymethyl ) pyrrolidin e -1- carboxylate
(2S,4S)-2-[5-[1,11-Dihydro-2-[(2S,5S)-1-[(2S)-2-[(methoxycarbonyl)amino]-3-methyl-1-oxobutyl]-5-methyl-2-pyrrolidinyl][2]benzopyrano[4',3':6,7]naphth[1,2-d]imidazol-9-yl]-1H-imidazol-2-yl]-4-(methoxymethyl)-1-pyrrolidinecarboxylic acid 1,1-dimethylethyl
(2S,4S)-2-[5-[1,11-Dihydro-2-[(2S,5S)-1-[(2S)-2-[(methoxycarbonyl)amino]-3-methyl-1-oxobutyl]-5-methyl-2-pyrrolidinyl][2]benzopyrano[4',3':6,7]naphth[1,2-d]imidazol-9-yl]-1H-imidazol-2-yl]-4-(methoxymethyl)-1-pyrrolidinecarboxylic acid 1,1-dimethylethyl e
(2S,4S)-2-[5-[1,11-Dihydro-2-[(2S,5S)-1-[(2S)-2-[(methoxycarbonyl)amino]-3-methyl-1-oxobutyl]-5-methyl-2-pyrrolidinyl][2]benzopyrano[4',3':6,7]naphth[1,2-d]imidazol-9-yl]-1H-imidazol-2-yl]-4-(methoxymethyl)-1-pyrrolidinecarboxylic acid 1,1-dimethylethyl este
(2S,4S)-2-[5-[1,11-Dihydro-2-[(2S,5S)-1-[(2S)-2-[(methoxycarbonyl)amino]-3-methyl-1-oxobutyl]-5-methyl-2-pyrrolidinyl][2]benzopyrano[4',3':6,7]naphth[1,2-d]imidazol-9-yl]-1H-imidazol-2-yl]-4-(methoxymethyl)-1-pyrrolidinecarboxylic acid 1,1-dimethylethyl ester
1-Pyrrolidinecarboxylic acid, 2-[5-[1,11-dihydro-2-[(2S,5S)-1-[(2S)-2-[(methoxycarbonyl)amino]-3-methyl-1-oxobutyl]-5-methyl-2-pyrrolidinyl][2]benzopyrano[4',3':6,7]naphth[1,2-d]imidazol-9-yl]-1H-imidazol-2-yl]-4-(methoxymethyl)-, 1,1-dimethylethyl ester, (2S,4S)-
(2S,4S)-2-[5-[1,11-Dihydro-2-[(2S,5S)-1-[(2S)-2-[(methoxycarbonyl)amino]-3-methyl-1-oxobutyl]-5-methyl-2-pyrrolidinyl][2]benzoChemicalbookpyrano[4',3':6,7]naphth[1,2-d]imidazol-9-yl]-1H-imidazol-2-yl]-4-(methoxymethyl)-1-pyrrolidinecarboxylicacid1,1-dimethylethyle
2S, 4S) -2- [5- [1,11-dihydro-2- [(2S, 5S) -1- [(2S) -2- [(methoxycarbonyl) amino] -3-methyl-1-oxobutyl] -5-methyl-2-pyrrolidine] [2] benzopyrano [4 ', 3': 6,7] naphtho [1,2-D] imidazole-9-yl] -1H-imidazo-2-yl] -4- (methoxymethyl) -1-pyrrolidine carboxylate tert butyl ester
Chemical Properties
Boiling point | 1045.8±65.0 °C(Predicted) |
density | 1.275±0.06 g/cm3(Predicted) |
pka | 11.22±0.46(Predicted) |
Hazard Information
Uses
Velpatasvir S, R Isomer (Imidazole) BOC acts as a reagent in the preparation of peptide analog as antiviral agents, preparation of condensed pentacyclic imidazole derivatives as antiviral compounds.
Synthesis
tot-Butyl (2S,4S)-2-[5-(2-{(2S,5S)-l-[N-(methoxycarbonyl)-L-valyl]-5-methylpyrrolidin-2-yl}- l,ll-dihydroisochromeno[4',3':6,7]naphtho[l,2-d]imidazol-9-yl)-lH-imidazol-2-yl]-4- (methoxymethyl)pyrrolidine-l-carboxylate tert-Butyl (2S,4S)-2-[5-(2- {(2S,5S)-l-[N-(methoxycarbonyl)-L-valyl]-5-methylpyrrolidin-2- yl} -l ,4,5,l l-tetrahydroisochromeno[4',3':6,7]naphtho[l,2-d]imidazol-9-yl)-lH-imidazol-2-yl]-4- (methoxymethyl)pyrrolidine-l-carboxylate (8.33 g, 1.049 mmol) was suspended in DCM and activated Mn02 (55.0 g, 630 mmol) was added in a single portion. After 13 h, MeOH (200 mL) was added and the slurry was filtered over celite. The filter cake was washed with MeOH (600 mL) and the filtrate was concentrated under reduced pressure. The crude material was purified by silica column chromatography (0% to 45% MeOH/EtOAc) to afford tert-butyl (2S,4S)-2-[5-(2- {(2S,5S)-l-[N- (methoxycarbonyl)-L-valyl] -5 -methylpyrrolidin-2-yl} -1,11- dihydroisochromeno[4',3':6,7]naphtho[l,2-d]imidazol-9-yl)-lH-imidazol-2-yl]-4- (methoxymethyl)pyrrolidine-l-carboxylate (4.85 g, 58%).
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