CAS 125043-10-9

D-Valine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, pentafluorophenyl ester

Description:

D-Valine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, pentafluorophenyl ester is a chemical compound that serves as a derivative of the amino acid valine, modified for specific applications in peptide synthesis and drug development. This compound features a protective group, the fluorenylmethoxycarbonyl (Fmoc) moiety, which is commonly used in solid-phase peptide synthesis to protect the amino group of the amino acid during the coupling process. The presence of the pentafluorophenyl ester enhances the reactivity of the carboxylic acid group, facilitating the formation of peptide bonds. The fluorinated aromatic ring contributes to the compound's stability and may influence its solubility and interaction with biological systems. Overall, this compound is characterized by its utility in synthetic organic chemistry, particularly in the context of peptide synthesis, where the protection and activation of functional groups are crucial for successful reactions. Its specific properties, such as melting point, solubility, and reactivity, would depend on the conditions under which it is used.

Formula: C₂₆H₂₀F₅NO₄

InChI: InChI=1S/C26H20F5NO4/c1-12(2)23(25(33)36-24-21(30)19(28)18(27)20(29)22(24)31)32-26(34)35-11-17-15-9-5-3-7-13(15)14-8-4-6-10-16(14)17/h3-10,12,17,23H,11H2,1-2H3,(H,32,34)/t23-/m1/s1

InChI key: InChIKey=TZEGAVSWQUEHAQ-HSZRJFAPSA-N

SMILES: C(OC(N[C@@H](C(OC1=C(F)C(F)=C(F)C(F)=C1F)=O)[C@@H](C)C)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3

Synonyms:

• (R)-Perfluorophenyl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-methylbutanoate
• D-Valine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, pentafluorophenyl ester

D-Valine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, pentafluorophenyl ester (9CI)

CAS: 125043-10-9

Formula: C₂₆H₂₀F₅NO₄

Molecular weight: 505.4333

Ref: IN-DA000N14