52913-16-3

Basic information

• Product Name: (S)-4-METHOXY-N-PHTHALOXYLTYROSINE
• Synonyms: (S)-4-METHOXY-N-PHTHALOXYLTYROSINE;1,3-DIHYDRO-A-[(4-METHOXYPHENYL)METHYL]-1,3-DIOXO-, (S)-
• CAS NO: 52913-16-3
• Molecular Formula: C₁₈H₁₅NO₅
• Molecular Weight: 325.32
• Mol File: 52913-16-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 127-129 °C
• Appearance: /
• CAS DataBase Reference: (S)-4-METHOXY-N-PHTHALOXYLTYROSINE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-METHOXY-N-PHTHALOXYLTYROSINE(52913-16-3)
• EPA Substance Registry System: (S)-4-METHOXY-N-PHTHALOXYLTYROSINE(52913-16-3)

Safety Data

• Hazardous Substances Data: 52913-16-3(Hazardous Substances Data)

Usage

General Description

(S)-4-Methoxy-N-phthaloyltyrosine is a chemical compound that is derived from the amino acid tyrosine. It is typically found in plants and is used as a building block in the synthesis of various natural products. The compound has a phthaloyl group attached to the amino group of the tyrosine residue, and also contains a methoxy group on the phenol ring. It has potential applications in the fields of medicinal chemistry and drug development due to its unique structure and potential biological activities. Additionally, (S)-4-Methoxy-N-phthaloyltyrosine has been studied for its ability to inhibit enzymes and has shown potential as a scaffold for the development of new bioactive compounds.

Upstream product

• 696-62-8 para-iodoanisole 
• 4192-28-3 Phth-L-Ala-OH 
• 22509-74-6 N-ethoxycarbonylphthalimide 
• 6230-11-1 O-Methyltyrosine 
• 85-44-9 phthalic anhydride 

Downstream Products

• 111210-69-6 O-methyl-N-phthaloyl-(S)-tyrosyl chloride 
• 1290176-66-7 (2S)-2-methyl-1-[o-methyl-N-phthaloyl-(S)-tyrosyl]-1,2,3,4-tetrahydroquinoline 
• 1290176-67-8 (3S)-2,3-dihydro-3-methyl-4-[o-methyl-N-phthaloyl-(S)-tyrosyl]-4H-1,4-benzoxazine 
• 156624-78-1 methyl (S)-2-(1,3-dioxoisoindolin-2-yl)-3-(4-methoxyphenyl)propanoate 
• 136918-14-4 phthalimide 
• 830-09-1 3-(4'-methoxyphenyl)propenoic acid 
• 169614-59-9 2-[2-(4-methoxyphenyl)ethyl]-1H-isoindole-1,3(2H)-dione 
• 111320-47-9 6-Methoxy-2-phthalimido-1-indanon 
• 111210-76-5 (S)-(3,4-Dimethoxyphenyl)-<2-(4-methoxyphenyl)-1-phthalimidoethyl>-keton 
• 1180130-18-0 C₂₁H₁₉NO₅S₂ 

Relevant articles and documents

Ligand-Enabled β-C–H Arylation of α-Amino Acids Without Installing Exogenous Directing Groups

Herein we report acid-directed β-C(sp3)-H arylation of α-amino acids enabled by pyridine-type ligands. This reaction does not require the installation of an exogenous directing group, is scalable, and enables the preparation of Fmoc-protected unnatural amino acids in three steps. The pyridine-type ligands are crucial for the development of this new C(sp3)-H arylation.

Intramolecular Friedel-Crafts Acylation of N-Phthaloyl-Substituted Arylalanyl and Homophenylalanyl Chlorides

N-Phthaloyl-protected arylalanyl and homophenylalanyl chlorides 5 are acylated intramolecularly to 2-phthalimido-1-indanones 6 and -1-tetralone (6d) with AlCl3 (two-fold molar amounts) or catalytic amounts of FeCl3.The cycloacylation to the tetralone 6d with AlCl3 or FeCl3 proceeds without racemisation in very good yields, whereas the cycloacylation to the indanone 6a with FeCl3 gives rise to racemisation.Mixed anhydrides 11 of N-phthaloyl-α-amino acids and trifluoromethanesulfonate were prepared from the N-phthaloylamino acid chlorides and silver triflate.Acylation of arenes 12 with 11a as well as cycloaddition of (S)-O-methyl-N-phthaloyltyrosine triflate can be achieved without racemisation and without a catalyst.