103321-58-0

Basic information

• Product Name: FMOC-D-PHENYLALANYL CHLORIDE
• Synonyms: FMOC-D-PHENYLALANYL CHLORIDE;FMOC-D-PHE-CL;NALPHA-9-Fluorenylmethoxycarbonyl-D-phenylalanyl chloride
• CAS NO: 103321-58-0
• Molecular Formula: C₂₄H₂₀ClNO₃
• Molecular Weight: 405.87
• Product Categories: Amino Acids
• Mol File: 103321-58-0.mol

Chemical Properties

• Melting Point: 115-117 °C
• Boiling Point: 596.2±50.0 °C(Predicted)
• Appearance: /
• Density: 1.279±0.06 g/cm3(Predicted)
• Storage Temp.: Store at 0°C
• PKA: 10.31±0.46(Predicted)
• CAS DataBase Reference: FMOC-D-PHENYLALANYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-D-PHENYLALANYL CHLORIDE(103321-58-0)
• EPA Substance Registry System: FMOC-D-PHENYLALANYL CHLORIDE(103321-58-0)

Safety Data

• Hazardous Substances Data: 103321-58-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Chemistry:
FMOC-D-PHENYLALANYL CHLORIDE is used as a reagent for solid-phase peptide synthesis, where it acts as a blocking group for the amino group of the phenylalanine residue. This application is crucial for the controlled assembly of peptide chains, ensuring the correct sequence and structure of the final product.
Used in Pharmaceutical Research and Drug Development:
FMOC-D-PHENYLALANYL CHLORIDE serves as an important building block for the production of various bioactive peptides. Its involvement in the synthesis of these peptides contributes to the discovery and development of new pharmaceutical agents with potential therapeutic applications.

Upstream product

• 86123-10-6 Fmoc-D-Phe-OH 

Downstream Products

• 227624-29-5 [1-(methoxy-methyl-carbamoyl)-2-phenyl-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester 
• 252032-23-8 (1R,4S)-1,3,4,6-tetrahydro-3,6-dioxo-1-(phenylmethyl)-2H-pyrazino[2,1-b]quinazoline-4-propanamide 
• 252032-22-7 (1S,4S)-1,3,4,6-tetrahydro-3,6-dioxo-1-(phenylmethyl)-2H-pyrazino[2,1-b]quinazoline-4-propanamide 
• 594857-67-7 C₆₃H₆₇N₇O₈ 

Relevant articles and documents

Eco-friendly synthesis of peptides using fmoc-amino acid chlorides as coupling agent under biphasic condition

Background: Agro-waste derived solvent media act as a greener process for the peptide bond formation using Nα-Fmoc-amino acid chloride and amino acid ester salt with in situ neutralization and coupling under biphasic condition. The Fmoc-amino acid chlorides are prepared by the reported procedure of freshly distilled SOCl2 with dry CH2Cl2. The protocol found many added ad-vantages such as neutralization of amino acid ester salt and not required additional base for the neu-tralization, and directly coupling take place with Fmoc-amino acid chloride gave final product dipeptide ester in good to excellent yields. The protocol occurs with complete stereo chemical integrity of the configuration of substrates. Here, we revisited Schotten-Baumann condition, instead of using inorganic base. Objective: To develop green protocol for the synthesis of peptide bond using Fmoc-amino acid chloride with amino acid esters salt. Methods: The final product isolated is analyzed in several spectroscopic and analytical techniques such as FT-IR,1H-,13C-NMR, Mass spectrometry and RP-HPLC to check stereo integrity and puri-ty of the product. Conclusion: The present method developed greener using natural agro-waste (lemon fruit shell ash) derived solvent medium for the reaction and not required chemical entity.

One-pot synthesis of Weinreb amides employing 3,3-dichloro-1,2-diphenylcyclopropene (CPI-Cl) as a chlorinating agent

The synthesis of Nα-protected amino alkyl Weinreb amides starting from the corresponding α-amino acids as well as carboxylic acids has been delineated through the in situ generation of acid chlorides using CPI-Cl as a chlorinating agent. The protocol is simple; the reaction conditions employed were mild, and compatible with all the three commonly used urethane protecting groups namely, Boc, Cbz and Fmoc groups. The resulting Weinreb amides are obtained in good yields as optically pure products.

PEPTIDE ANTIBIOTICS

There is provided a range of novel compounds. These novel compounds may demonstrate a broad spectrum antibacterial and antifungal activity. These compounds may be active against the emerging polymyxin resistant bacteria. These compounds may also be useful

Bradykinin receptor antagonists containing N-substituted amino acids: In vitro and in vivo B2 and B1 receptor antagonist activity

We report a systematic probing of the structural requirements of the bradykinin (BK) type 2 (B2) receptor for antagonist activity by incorporating N-alkyl-amino acid residues at positions 7 and 8 of a potent antagonist sequence. Compound 1 (D-A

((9-Fluorenylmethyl)oxy)carbonyl (Fmoc) Amino Acid Chlorides. Synthesis, Characterization, and Application to the Rapid Synthesis of Short Peptide Segments

Fmoc amino acid chlorides are described as stable, easily synthesized coupling agents and shown to be useful in a novel method of rapid, repetitive peptide synthesis