CAS 1448440-48-9

N-[(1,1-Dimethylethoxy)carbonyl]glycyl-4,4-difluoro-L-prolinamide

Description:

N-[(1,1-Dimethylethoxy)carbonyl]glycyl-4,4-difluoro-L-prolinamide is a synthetic organic compound characterized by its unique structural features, which include a glycine derivative and a proline moiety. This compound contains a dimethylethoxycarbonyl protecting group, which is often used in peptide synthesis to enhance stability and solubility. The presence of difluoro substituents on the proline ring introduces significant electronic and steric effects, potentially influencing the compound's biological activity and interaction with target molecules. The compound is likely to exhibit moderate to high polarity due to the presence of polar functional groups, which may affect its solubility in various solvents. Additionally, the specific arrangement of functional groups suggests potential applications in medicinal chemistry, particularly in the development of peptide-based therapeutics. As with many synthetic compounds, its stability, reactivity, and biological properties would need to be evaluated through experimental studies to fully understand its potential uses and mechanisms of action.

Formula: C₁₂H₁₉F₂N₃O₄

InChI: InChI=1S/C12H19F2N3O4/c1-11(2,3)21-10(20)16-5-8(18)17-6-12(13,14)4-7(17)9(15)19/h7H,4-6H2,1-3H3,(H2,15,19)(H,16,20)/t7-/m0/s1

InChI key: InChIKey=QCIPQLRWQDVVQZ-ZETCQYMHSA-N

SMILES: C(CNC(OC(C)(C)C)=O)(=O)N1[C@H](C(N)=O)CC(F)(F)C1

Synonyms:

• N-[(1,1-Dimethylethoxy)carbonyl]glycyl-4,4-difluoro-L-prolinamide
• (S)-tert-Butyl(2-(2-carbamoyl-4,4-difluoropyrrolidin-1-yl)-2-oxoethyl)carbamate
• L-Prolinamide, N-[(1,1-dimethylethoxy)carbonyl]glycyl-4,4-difluoro-

(S)-tert-butyl(2-(2-carbamoyl-4,4-difluoropyrrolidin-1-yl)-2-oxoethyl)carbamate

CAS: 1448440-48-9

Formula: C₁₂H₁₉F₂N₃O₄

Purity: ≥97%

Molecular weight: 307.2938

Ref: IN-DA01DDUA

N-[(1,1-Dimethylethoxy)carbonyl]glycyl-4,4-difluoro-L-prolinamide

Controlled Product

CAS: 1448440-48-9

Applications N-[(1,1-Dimethylethoxy)carbonyl]glycyl-4,4-difluoro-L-prolinamide is a reagent in the synthesis of (S)-N-(2-(2-Cyano-4,4-difluoropyrrolidin-1-yl)-2-oxoethyl)quinoline-4-carboxamide (UAMC1110) (S687910) which is a useful research chemical and a fibroblast activation protein inhibitor displaying low nanomolar inhibitory potency and high selectivity against related dipeptidyl peptidases.
References De D., et al.: ACS Med. Chem., 10, 1173 (2019); Simon, P., et al.: ACS Chem. Biol., 13, 3333 (2018); De D., et al.: ACS Med. Chem. Lett., 10, 1173 (2019)

Formula: C₁₂H₁₉F₂N₃O₄

Color and Shape: Neat

Molecular weight: 307.294

Ref: TR-D489140