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CS-W001157 4
Total: USD 88.00

(R)-methyl 3-amino-4-(2,4,5-trifluorophenyl)butanoate Sitagliptin Impurity

  • CAS No. 881995-69-3

  • Cat. No. CS-0165426
  • Purity≥95%
  • MDL No.MFCD26127272

*For research and further manufacturing use only, not for direct human use.

(R)-methyl 3-amino-4-(2,4,5-trifluorophenyl)butanoate  Sitagliptin Impurity|CS-0165426

Structure of 881995-69-3

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General Information

  • CAS No. 881995-69-3
  • Cat. No. CS-0165426
  • Purity ≥95%
  • MDL No. MFCD26127272
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₂F₃NO₂
  • Molecular Weight None
  • Synonym(s) Benzenebutanoic acid,3-amino-2,4,5-trifluoro-, methyl ester, (3R)-
  • SMILES O=C(OC)C[C@H](N)CC1=CC(F)=C(F)C=C1F

Description

(R)-methyl 3-amino-4-(2,4,5-trifluorophenyl)butanoate serves as a critical impurity reference standard in sitagliptin synthesis monitoring. This chiral intermediate features a trifluorophenyl moiety that enhances metabolic stability and contributes to the compound’s pharmacophoric integrity. The molecule exhibits bench-stable handling characteristics under standard conditions, facilitating accurate quantification in quality control workflows.

Application

(R)-Methyl 3-amino-4-(2,4,5-trifluorophenyl)butanoate serves as a key chiral intermediate in the synthesis of sitagliptin, a DPP-4 inhibitor used in type 2 diabetes management. The molecule features a stereogenic center with defined (R)-configuration, enabling high-fidelity incorporation into the final API scaffold. Its amino and ester functionalities offer orthogonal reactivity for downstream transformations, including amidation and coupling reactions. Bench-stable under standard handling conditions, it facilitates efficient purification and consistent yield in multi-step synthetic sequences.

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   52.32
  • LogP   1.5368
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   4

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