5241-56-5

Basic information

• Product Name: Z-D-PHE-NH2
• Synonyms: N-ALPHA-CARBOBENZOXY-D-PHENYLALANINE AMIDE;Z-D-PHE-NH2;Z-D-PHENYLALANINE AMIDE;CBZ-D-PHENYLALANINE AMIDE;Benzyl ((R)-1-amino-1-oxo-3-phenylpropan-2-yl)carbamate;N-Benzyloxycarbonyl-D-phenylalanine amide;(R)-Benzyl (1-amino-1-oxo-3-phenylpropan-2-yl)carbamate;-Benzyl (1-amino-1-oxo-3-phenylpropan-2-yl)
• CAS NO: 5241-56-5
• Molecular Formula: C₁₇H₁₈N₂O₃
• Molecular Weight: 298.34
• Mol File: 5241-56-5.mol
• Article Data: 42

Chemical Properties

• Melting Point: 162℃
• Boiling Point: 356.9°C at 760 mmHg
• Flash Point: 169.7°C
• Appearance: /Solid
• Density: 1.143g/cm³
• Vapor Pressure: 2.83E-05mmHg at 25°C
• Refractive Index: 1.575
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Z-D-PHE-NH2(CAS DataBase Reference)
• NIST Chemistry Reference: Z-D-PHE-NH2(5241-56-5)
• EPA Substance Registry System: Z-D-PHE-NH2(5241-56-5)

Safety Data

• Hazardous Substances Data: 5241-56-5(Hazardous Substances Data)

Usage

General Description

Z-D-PHE-NH2, also known as Z-phenylalanine amide, is a chemical compound with the molecular formula C17H19N3O2. It is a protected form of the amino acid phenylalanine, commonly used in peptide synthesis. The "Z" in its name indicates that the amine group of phenylalanine is protected with a benzyloxycarbonyl (Cbz) group, which helps to prevent unwanted side reactions during peptide synthesis. Z-D-PHE-NH2 is often used in the creation of peptide-based drugs and pharmaceuticals, as well as in scientific research and laboratory experiments. Its properties and structure make it a valuable tool for the development of new therapeutic compounds and biomedical applications.

InChI:InChI=1/C9H12N2O/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H2,11,12)/t8-/m1/s1

Upstream product

• 3081-24-1 H-Phe-OEt 
• 501-53-1 benzyl chloroformate 
• 32563-40-9 methyl 2-(((benzyloxy)carbonyl)amino)-3-phenylpropanoate 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 35909-92-3 N-carbobenzoxy-L-phenylalanine methyl ester 
• 4801-69-8 N-Benzyloxycarbonyl-L-phenylalanin- 
• 673-06-3 D-(R)-phenylalanine 
• 2448-45-5 Cbz-D-Phe 
• 39608-52-1 benzyl carbonochloridate 
• 5241-58-7 L-Phenylalanine amide 
• 65864-22-4 (S)-2-amino-3-phenylpropionamide hydrochloride 
• 3397-32-8 N-(benzyloxycarbonyl)-phenylalanine-N-hydroxysuccinimide ester 
• 1161-13-3 N-Cbz-L-Phe 
• 6638-79-5 N,O-dimethylhydroxylamine*hydrochloride 

Downstream Products

• 21933-50-6 (S)-2-phenyl-1-(1H-tetrazol-5-yl)ethan-1-amine 
• 1471452-97-7 C₉H₁₁N₅*C₂HF₆NO₄S₂ 
• 47365-05-9 benzyl (S)-(2-phenyl-1-(1H-tetrazol-5-yl)ethyl)carbamate 
• 21933-51-7 (R)-2-phenyl-1-(1H-tetrazol-5-yl)ethanamine 
• 1471453-00-5 C₉H₁₁N₅*C₂HF₆NO₄S₂ 
• 21947-36-4 [2-phenyl-1-(1H-tetrazol-5-yl)-ethyl]-carbamic acid benzyl ester 
• 88463-18-7 (S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropionamide 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 18942-49-9 Boc-D-Phe-OH 
• 63-91-2 L-phenylalanine 
• 112037-34-0 Z-Phe-NCO 
• 308277-53-4 (S)-2-[2-((S)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-2-methoxycarbonyl-acetylamino]-3-methyl-butyric acid methyl ester 
• 209047-58-5 N-trityl-L-phenylalaninamide 
• 208665-36-5 2-((S)-2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-malonic acid dimethyl ester 

Relevant articles and documents

Synthesis of Terminal Thiazoles from N-Protected Amino Acids and a Study of Their Antibacterial Activities

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β,γ-diamino acids as building blocks for new analogues of Gramicidin S: Synthesis and biological activity

We describe here the synthesis and biological activity study of a pair of diastereomeric analogues of Gramicidin S using β,γ-diamino acids as β-turn mimic. The synthesis of the orthogonally protected β,γ-diamino acids was achieved in 6 steps starting from D-alanine. The analogues were then synthesized in solution phase and on solid phase. Biological activity tests showed that, compared with Gramicidin S, both analogues exerted diminished hemolytic activity while they retained interesting antibacterial activity.

Amidation of carboxylic acids via the mixed carbonic carboxylic anhydrides and its application to synthesis of antidepressant (1S,2R)-tranylcypromine

Primary amidations of carboxylic acids 1 or 3 with NH4Cl in the presence of ClCO2Et and Et3N were developed to afford the corresponding primary amides in 22% to quantitative yields. Additionally, we have applied the amidation to the preparation of various amides containing hydroxamic acids and achieved the synthesis of (1S,2R)-tranylcypromine as an antidepressant medicine via Lossen rearrangement.