CAS:86123-10-6丨Fmoc-D-phenylalanine

Fmoc-D-phenylalanine CAS No.: 86123-10-6 is an important organic compound, and its chemical name is N-(9-Fluorenylmethoxycarbonyl)-D-phenylalanine. As a derivative of D-phenylalanine, it is widely used in the field of solid-phase peptide synthesis by introducing fluorenylmethoxycarbonyl (Fmoc) to protect the amino group.
The molecular formula of Fmoc-D-phenylalanine is C₂₄H₂₁NO₄, the molecular weight is about 387.43 g/mol, and the appearance is white to slightly yellow powder.
In terms of physical and chemical properties, the melting point range of Fmoc-D-phenylalanine is 181-185°C, the density is about 1.3 g/cm³, and the boiling point can reach about 620°C at normal pressure. Its molecular structure contains a benzene ring and a fluorenylmethoxycarbonyl group, which gives it a certain hydrophobicity. It is usually soluble in organic solvents such as dimethylformamide (DMF) and dichloromethane, but has a low solubility in water.

Preparation:
Fmoc-D-phenylalanine is commonly used as a protecting group in peptide synthesis. It can be obtained by performing a protecting reaction on D-phenylalanine. The specific preparation method is as follows: firstly, D-phenylalanine is reacted with fluoroformic acid at room temperature, then Fmoc-OSu is added as an esterification reagent to carry out the esterification reaction, and finally, it is refined by means of some specific solvents and co-solvents.
Applications:

Fmoc-D-phenylalanine is widely used in peptide synthesis, especially in solid phase synthesis. It can be used as a protecting group for amino acids to protect other reactive groups, such as amine and hydroxyl groups. By controlling the addition and removal of protecting groups, selective synthesis of peptides can be achieved.

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