CAS 1356841-91-2

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-threonine 2-(4-methylphenyl)-2-oxoethyl ester

Description:

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-threonine 2-(4-methylphenyl)-2-oxoethyl ester, commonly referred to as Fmoc-L-Thr(2-(4-methylphenyl)-2-oxoethyl), is a chemical compound used primarily in peptide synthesis and biochemistry. It features a fluorenylmethoxycarbonyl (Fmoc) protecting group, which is widely utilized to protect amino acids during the synthesis of peptides. The presence of the L-threonine moiety indicates that it is an amino acid derivative, contributing to its role in peptide formation. The ester functionality in the structure suggests that it can undergo hydrolysis, making it reactive under certain conditions. This compound is characterized by its relatively high molecular weight and specific stereochemistry due to the presence of the L-threonine configuration. Its solubility properties are influenced by the bulky Fmoc group and the aromatic substituent, which can affect its interaction with solvents and other reagents. Overall, this compound is significant in the field of organic synthesis and medicinal chemistry, particularly in the development of peptide-based therapeutics.

Formula: C₂₈H₂₇NO₆

InChI: InChI=1S/C28H27NO6/c1-17-11-13-19(14-12-17)25(31)16-34-27(32)26(18(2)30)29-28(33)35-15-24-22-9-5-3-7-20(22)21-8-4-6-10-23(21)24/h3-14,18,24,26,30H,15-16H2,1-2H3,(H,29,33)/t18-,26+/m1/s1

InChI key: InChIKey=QJBLYOOJCOXBFF-DWXRJYCRSA-N

SMILES: C(OC(N[C@H](C(OCC(=O)C1=CC=C(C)C=C1)=O)[C@@H](C)O)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3

Synonyms:

• N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-threonine 2-(4-methylphenyl)-2-oxoethyl ester
• L-Threonine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, 2-(4-methylphenyl)-2-oxoethyl ester

N-Fmoc-L-threonine (2-Tolyl-2-oxo-ethyl)ester

Controlled Product

CAS: 1356841-91-2

Applications Intermediate in the production of T Epitope, Threonyl

Formula: C₂₈H₂₇NO₆

Color and Shape: Neat

Molecular weight: 473.52

Ref: TR-F676020