103321-60-4

Basic information

• Product Name: FMOC-O-BENZYL-L-TYROSYL CHLORIDE
• Synonyms: FMOC-O-BENZYL-L-TYROSYL CHLORIDE;FMOC-TYR(BZL)-CL;NALPHA-9-Fluorenylmethoxycarbonyl-O-benzyl-L-tyrosyl chloride
• CAS NO: 103321-60-4
• Molecular Formula: C₃₁H₂₆ClNO₄
• Molecular Weight: 512
• Product Categories: Amino Acids
• Mol File: 103321-60-4.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: Store at 0°C
• CAS DataBase Reference: FMOC-O-BENZYL-L-TYROSYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-O-BENZYL-L-TYROSYL CHLORIDE(103321-60-4)
• EPA Substance Registry System: FMOC-O-BENZYL-L-TYROSYL CHLORIDE(103321-60-4)

Safety Data

• Hazardous Substances Data: 103321-60-4(Hazardous Substances Data)

Usage

Uses

Fmoc-Tyr(Bzl)-Cl is used as a reactant in the synthesis of sterically-hindered peptides.

Upstream product

• 71989-40-7 Fmoc-Tyr(Bzl)-OH 

Downstream Products

• 209910-33-8 Fmoc-Tyr(Bzl)-Pro-OMe 
• 209910-34-9 Fmoc-Tyr(OBn)-Pro-OH 
• 114195-49-2 cyclo<-Asu(O^tBu)-D-Pro-Tyr(OBzl)-D-Ala-> 
• 114195-50-5 cyclo<-Asu(O^tBu)-D-Pro-Tyr(OH)-D-Ala-> 
• 221174-22-7 Fmoc-Tyr(Bzl)-Pro-Phe-Pro-Gly-OBzl 
• 72122-63-5 bovine β-casomorphin-5 
• 58822-25-6 Leu-enkephalin 
• 189256-37-9 (2S,4S)-3-[(S)-3-(4-Benzyloxy-phenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionyl]-2-(4-chloro-3-nitro-phenyl)-6-oxo-hexahydro-pyrimidine-4-carboxylic acid tert-butyl ester 
• 114195-48-1 Fmoc-Tyr(OBzl)-D-Ala-Asu(O^tBu)-D-Pro-OMe 
• 88099-29-0 Fmoc-Tyr(Bzl)-Gly-Gly-Phe-Leu-OBzl 

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.

((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