1607804-01-2

Basic information

• Product Name: 2-(diacetoxyiodo)-1-[(2S)-2-[(di-tert-butoxycarbonyl)amino]-3-methoxy-3-oxopropyl]-4,5-bis(ethoxymethoxy)benzene
• Synonyms: 2-(diacetoxyiodo)-1-[(2S)-2-[(di-tert-butoxycarbonyl)amino]-3-methoxy-3-oxopropyl]-4,5-bis(ethoxymethoxy)benzene
• CAS NO: 1607804-01-2
• Molecular Weight: 771.598
• Mol File: 1607804-01-2.mol

Chemical Properties

• CAS DataBase Reference: 2-(diacetoxyiodo)-1-[(2S)-2-[(di-tert-butoxycarbonyl)amino]-3-methoxy-3-oxopropyl]-4,5-bis(ethoxymethoxy)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(diacetoxyiodo)-1-[(2S)-2-[(di-tert-butoxycarbonyl)amino]-3-methoxy-3-oxopropyl]-4,5-bis(ethoxymethoxy)benzene(1607804-01-2)
• EPA Substance Registry System: 2-(diacetoxyiodo)-1-[(2S)-2-[(di-tert-butoxycarbonyl)amino]-3-methoxy-3-oxopropyl]-4,5-bis(ethoxymethoxy)benzene(1607804-01-2)

Safety Data

• Hazardous Substances Data: 1607804-01-2(Hazardous Substances Data)

Upstream product

• 2754-27-0 trimethylsilyl acetate 
• 1607804-26-1 methyl (S)-3-(4,5-bis(ethoxymethoxy)-2-iodophenyl)-2-(di-(tert-butoxycarbonyl)amino)propanoate 
• 59-92-7 levodopa 
• 24424-99-5 di-tert-butyl dicarbonate 
• 7101-51-1 L-DOPA methyl ester 
• 37169-36-1 methyl (S)-2-(tert-butoxycarbonylamino)-3-(3,4-dihydroxyphenyl)propanoate 

Relevant articles and documents

Base/Cryptand/Metal-Free Automated Nucleophilic Radiofluorination of [18F]FDOPA from Iodonium Salts: Importance of Hydrogen Carbonate Counterion

As evidenced by the number of publications and patents published in the last years, the radiosynthesis of 6-[18F]fluoro-3,4-dihydroxy-L-phenylalanine ([18F]FDOPA) using the nucleophilic [18F]F- process remains currently a challenge for the radiochemists scientific community even if promising methods for the radiofluorination of electron-rich aromatic structures were recently developed from arylboronate, arylstannane or iodonium salt precursors. In such context, based on the use of an iodonium triflate salt precursor, we optimized a fast and efficient radiofluorination route fully automated and free from any base, cryptand or metal catalyst for the radiosynthesis of [18F]FDOPA. Using this method, this clinically relevant radiotracer was produced in 64 min, 27–38 % RCY d.c. (n = 5), >99 % RCP, >99 % ee., and high Am 170–230 GBq/μmol. In addition, this optimization study clearly highlighted the important role of a triflate-hydrogen carbonate counterion exchange during the radiolabeling process to achieve high fluorine-18 incorporation yields.

A Mild and General One-Pot Synthesis of Densely Functionalized Diaryliodonium Salts

Diaryliodonium salts are powerful and widely used arylating agents in organic chemistry. Here we report a scalable synthesis of densely functionalized diaryliodonium salts from aryl iodides under mild conditions. This two-step, one-pot process has remarkable functional group tolerance, is compatible with commonly employed acid-labile protective group strategies, avoids heavy metal and transition metal reagents, and provides a direct route to stable precursors to PET imaging agents.

PROCESSES AND REAGENTS FOR MAKING DIARYLIODONIUM SALTS

This disclosure relates to processes and reagents for making diaryliodonium salts, which are useful for the preparation of fluorinated, iodinated, astatinated and radiofluorinated aromatic compounds.