ABC01382BO

Tenofovir alafenamide Impurity 2 (Crude)

Tenofovir alafenamide Impurity 2 (Crude) is a dephosphorylated derivative of the antiretroviral prodrug tenofovir alafenamide, retaining the bis-aminoethyl ester linker and cyclopropyl-carboxamide core. Its structure features a primary amine, two tertiary amines, and an ether linkage, with a truncated phosphate moiety replaced by a free carboxylic acid terminus. This impurity arises during synthetic coupling steps via incomplete phosphorylation of the alafenamide backbone. It serves as a critical HPLC reference standard for monitoring process purity in tenofovir alafenamide API manufacturing.

On Request
Molecular Formula C21H36N7O6P
Molecular Weight 513.5000
CAS Number 1883563-86-7 ✓ Verified
PubChem CID 124189869 ↗
Purity N/A
Product Type API Impurity
Parent Drug Tenofovir
Lead Time On Request
IUPAC Name propan-2-yl (2S)-2-[[[(2R)-1-(6-aminopurin-9-yl)propan-2-yl]oxymethyl-[[(2S)-1-oxo-1-propan-2-yloxypropan-2-yl]amino]phosphoryl]amino]propanoate

📝 Synonyms

1883563-86-7 Tenofovir Bis(L-alanine Isopropyl Ester) Amide F2T6V6E4FE diisopropyl 2,2'-((((((R)-1-(6-amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphoryl)bis(azanediyl))(2S,2'S)-dipropionate Diisopropyl N,N'-((((1R)-2-(6-amino-9H-purin-9-yl)-1-methylethoxy)methyl)phosphinylidene)bis(L-alaninate) L-Alanine, N,N'-((((1R)-2-(6-amino-9H-purin-9-yl)-1-methylethoxy)methyl)phosphinylidene)bis-, 1,1'-bis(1-methylethyl) ester N,N'-((((1R)-2-(6-Amino-9H-purin-9-yl)-1-methylethoxy)methyl)phosphinylidene)bis(L-alanine) 1,1'-bis(1-methylethyl) ester N,N'-[[[(1R)-2-(6-Amino-9H-purin-9-yl)-1-methylethoxy]methyl]phosphinylidene]bis-L-Alanine 1,1'-Bis(1-methylethyl) Ester UNII-F2T6V6E4FE Tenofovir Disoproxil Impurity B

🔬 Chemical Identifiers

C[C@H](CN1C=NC2=C(N=CN=C21)N)OCP(=O)(N[C@@H](C)C(=O)OC(C)C)N[C@@H](C)C(=O)OC(C)C
InChI=1S/C21H36N7O6P/c1-12(2)33-20(29)15(6)26-35(31,27-16(7)21(30)34-13(3)4)11-32-14(5)8-28-10-25-17-18(22)23-9-24-19(17)28/h9-10,12-16H,8,11H2,1-7H3,(H2,22,23,24)(H2,26,27,31)/t14-,15+,16+/m1/s1
KWXAEQZHVQJLTI-PMPSAXMXSA-N

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