69937-82-2

Basic information

• Product Name: 1-(Triphenylmethyl)-N-(phenylmethylene)-L-histidine Methyl Ester
• Synonyms: 1-(Triphenylmethyl)-N-(phenylmethylene)-L-histidine Methyl Ester
• CAS NO: 69937-82-2
• Molecular Formula: C₃₃H₂₉N₃O₂
• Molecular Weight: 499.60226
• Mol File: 69937-82-2.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• CAS DataBase Reference: 1-(Triphenylmethyl)-N-(phenylmethylene)-L-histidine Methyl Ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(Triphenylmethyl)-N-(phenylmethylene)-L-histidine Methyl Ester(69937-82-2)
• EPA Substance Registry System: 1-(Triphenylmethyl)-N-(phenylmethylene)-L-histidine Methyl Ester(69937-82-2)

Safety Data

• Hazardous Substances Data: 69937-82-2(Hazardous Substances Data)

Usage

Description

1-(Triphenylmethyl)-N-(phenylmethylene)-L-histidine Methyl Ester is a chemical compound derived from L-Histidine Methyl Ester, featuring a triphenylmethyl group and a phenylmethylene moiety. This complex structure endows it with unique properties and potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
1-(Triphenylmethyl)-N-(phenylmethylene)-L-histidine Methyl Ester is used as an intermediate in the synthesis of optically pure L-(+)-Ergothioneine, a naturally occurring antioxidant and anti-inflammatory agent with potential therapeutic applications in various diseases.
Used in Chemical Synthesis:
As a derivative of L-Histidine Methyl Ester, 1-(Triphenylmethyl)-N-(phenylmethylene)-L-histidine Methyl Ester serves as a key building block in the preparation of enantiomerically pure compounds, which are essential in the development of pharmaceuticals, agrochemicals, and other specialty chemicals.

Upstream product

• 100-52-7 benzaldehyde 
• 32946-56-8 N(τ)-(triphenylmethyl)-L-histidine methyl ester hydrochloride 
• 40917-50-8 1,N^α-bis-benzyloxycarbonyl-histidine methyl ester 
• 76-83-5 trityl chloride 
• 62715-28-0 N^im-triphenylmethyl-L-histidine methyl ester 
• 68262-63-5 N^α-benzyloxycarbonyl-N^im-triphenylmethyl-L-histidine methyl ester 
• 15545-10-5 Z-His-OMe 
• 14997-58-1 N-[(benzyloxy)carbonyl]-L-histidine 
• 71-00-1 L-histidine 

Downstream Products

• 176752-38-8 (S)-2-({6-Amino-2-[(S)-1-((S)-2-tert-butoxycarbonylamino-2-carbamoyl-ethylamino)-2-carbamoyl-ethyl]-5-methyl-pyrimidine-4-carbonyl}-methyl-amino)-3-(1-trityl-1H-imidazol-4-yl)-propionic acid methyl ester 
• 176752-39-9 (S)-2-({6-Amino-2-[(S)-1-((S)-2-tert-butoxycarbonylamino-2-carbamoyl-ethylamino)-2-carbamoyl-ethyl]-5-methyl-pyrimidine-4-carbonyl}-methyl-amino)-3-(1-trityl-1H-imidazol-4-yl)-propionic acid 
• 176752-36-6 (S)-2-(Benzyl-methyl-amino)-3-(1-trityl-1H-imidazol-4-yl)-propionic acid methyl ester 
• 176752-37-7 (S)-2-Methylamino-3-(1-trityl-1H-imidazol-4-yl)-propionic acid methyl ester 
• 176752-40-2 N^α-[(tert-butyloxy)carbonyl]-N^β-[3(S)-[4-amino-6-[[[methyl-N-1-(S)-(((4(S)-[({1(S)-[({2-[4'-({[3-(dimethylsulfonio)-1-propyl]amino}carbonyl)-2',4-bithiazol-2-yl]-1-ethyl}amino)carbonyl]-2(R)-hydroxy-1-propyl}amino)carbonyl]-3(S)-hydroxy-2(R)-pe... 
• 176752-35-5 methyl (2S)-2-(benzylamino)-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoate 

Relevant articles and documents

Investigation of isomer formation upon coordination of bifunctional histidine analogues with 99mTc/Re(CO)3

Histidine is a convenient tridentate chelator used in the synthesis of technetium-99m radiopharmaceuticals, as it can be pendantly attached to a biomolecule for molecular imaging applications. Once coordinated, it forms a neutral complex that is capable of forming diastereomers at the alpha amine of the histidine. This is demonstrated through the synthesis and characterization of four different histidine chelators; three small molecule chelators, which consist of a benzylated histidine at the alpha amine, and one modified dipeptide, containing a phenylalanine derivative at the C-terminus and a histidine at the N-terminus. Upon rhenium coordination, two products are observed, each having the desired exact mass of the metal-containing species. The two products have been characterized through LC-MS, 1H, gCOSY, NOESY and ROESY NMR experiments, and the relative stereochemistry determined. The implications of diastereomer formation when using this chelation system for creating molecular imaging agents is also discussed.