ABC01458NH

Velpatasvir R Isomer

Velpatasvir R Isomer is a stereoisomeric impurity of the antiviral agent velpatasvir, characterized by an inverted configuration at the chiral center adjacent to the pyrazine core. The molecule incorporates a substituted piperazine ring linked via an amidine bridge, with a methoxyphenyl ether substituent and a pyridine moiety. Its structural divergence from the parent drug arises from the R-configuration at the key stereocenter, which disrupts the optimal pharmacophore alignment. This impurity is synthesized via enantioselective catalytic hydrogenation of a prochiral intermediate. It serves as a critical HPLC reference standard for enantiomeric purity analysis in velpatasvir API batches.

On Request
Molecular Formula C44H53N7O7
Molecular Weight 791.9000
CAS Number 1378391-45-7 โœ“ Verified
PubChem CID 67682721 โ†—
Purity N/A
Product Type API Impurity
Parent Drug Velpatasvir
Lead Time On Request
IUPAC Name tert-butyl (2S,4S)-2-[5-[6-[(2S,5S)-1-[(2S)-2-(methoxycarbonylamino)-3-methylbutanoyl]-5-methylpyrrolidin-2-yl]-21-oxa-5,7-diazapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-1(13),2,4(8),5,9,11,14(19),15,17-nonaen-17-yl]-1H-imidazol-2-yl]-4-(methoxymethyl)pyrrolidine-1-carboxylate

๐Ÿ“ Synonyms

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)- 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)- RefChem:436524 1378391-45-7 (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-[6-[(2S,5S)-1-[(2S)-2-(methoxycarbonylamino)-3-methylbutanoyl]-5-methylpyrrolidin-2-yl]-21-oxa-5,7-diazapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-1(13),2,4(8),5,9,11,14(19),15,17-nonaen-17-yl]-1H-imidazol-2-yl]-4-(methoxymethyl)pyrrolidine-1-carboxylate tert-Butyl (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)pyrrolidine-1-carboxylate Boc Velpatasvir R, R Isomer (Imidazole and Methoxy Methyl) SCHEMBL8752756 DTXSID101380781

๐Ÿ”ฌ Chemical Identifiers

C[C@H]1CC[C@H](N1C(=O)[C@H](C(C)C)NC(=O)OC)C2=NC3=C(N2)C=CC4=CC5=C(C=C43)OCC6=C5C=CC(=C6)C7=CN=C(N7)[C@@H]8C[C@@H](CN8C(=O)OC(C)(C)C)COC
InChI=1S/C44H53N7O7/c1-23(2)37(49-42(53)56-8)41(52)51-24(3)9-14-34(51)40-46-32-13-11-26-17-31-29-12-10-27(16-28(29)22-57-36(31)18-30(26)38(32)48-40)33-19-45-39(47-33)35-15-25(21-55-7)20-50(35)43(54)58-44(4,5)6/h10-13,16-19,23-25,34-35,37H,9,14-15,20-22H2,1-8H3,(H,45,47)(H,46,48)(H,49,53)/t24-,25-,34-,35-,37-/m0/s1
DMFDIPBYFDWGGH-FABOOFKTSA-N

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