(2S,4R)-Sacubitril
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Includes: HPLC, MASS/LC-MS, 1H NMR, FT-IR, Potency, Structure Elucidation Report (SER), and additional analytical data depending on the product.

761373-05-1(2S,4R)-Sacubitril

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Catalogue No.:VE009208
CAS No.:761373-05-1
Mol. Formula:C24H29NO5
Mol. Weight:411.49 g/mol

Additional information on CAS 761373-05-1

Parent drug

Sacubitril

IUPAC Name

(4-(((2R,4S)-1-([1,1′-biphenyl]-4-yl)-5-ethoxy-4-methyl-5-oxopentan-2-yl)amino)-4-oxobutanoic acid)

Pharmacopoeial Synonyms

N/A

Other synonyms

[R-(R*, S*)]-γ-[(3-Carboxy-1-oxopropyl)amino]-α-methyl-[1, 1′-biphenyl]-4-pentanoic Acid α-Ethyl Ester

Smiles

O=C(O)CCC(N[C@H](C[C@H](C)C(OCC)=O)CC1=CC=C(C2=CC=CC=C2)C=C1)=O

InChI

InChI=1S/C24H29NO5/c1-3-30-24(29)17(2)15-21(25-22(26)13-14-23(27)28)16-18-9-11-20(12-10-18)19-7-5-4-6-8-19/h4-12,17,21H,3,13-16H2,1-2H3,(H,25,26)(H,27,28)/t17-,21+/m0/s1

Description

(2S,4R)-Sacubitril (CAS 761373-05-1) is the stereodefined active pharmaceutical ingredient framework of sacubitril, with molecular formula C24H29NO5 and molecular weight 411.49 g/mol. In impurity profiling, this compound is evaluated as a process-related stereoisomeric material or as a specification marker for enantiomeric and diastereomeric control during synthesis and resolution. Its amide-containing prodrug architecture and hydrophobic aromatic ester moieties favor reversed-phase LC separation, while chiral LC, LC-MS/MS, and high-resolution MS are typically required for definitive assignment. Regulatory assessment may consider stereochemical purity, interconversion risk, and trace-level occurrence arising from incomplete asymmetric synthesis or resolution inefficiency.

References

Nicolas, Diala, et al. “Sacubitril/Valsartan.” Nih.gov, StatPearls Publishing, 9 May 2022, www.ncbi.nlm.nih.gov/books/NBK507904/. ‌

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