958883-53-9

Basic information

• Product Name: methyl 3-(3-fluoropropoxy)-4-(benzyloxy)-5-methoxybenzoate
• Synonyms: methyl 3-(3-fluoropropoxy)-4-(benzyloxy)-5-methoxybenzoate
• CAS NO: 958883-53-9
• Molecular Weight: 348.371
• Mol File: 958883-53-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl 3-(3-fluoropropoxy)-4-(benzyloxy)-5-methoxybenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3-(3-fluoropropoxy)-4-(benzyloxy)-5-methoxybenzoate(958883-53-9)
• EPA Substance Registry System: methyl 3-(3-fluoropropoxy)-4-(benzyloxy)-5-methoxybenzoate(958883-53-9)

Safety Data

• Hazardous Substances Data: 958883-53-9(Hazardous Substances Data)

Upstream product

• 852810-63-0 methyl 4-(benzyloxy)-3-hydroxy-5-methoxybenzoate 
• 312-68-5 3-fluoropropyl tosylate 
• 100-44-7 benzyl chloride 
• 102019-30-7 4-O-benzyl-3,5-diacetoxybenzoic acid methyl ester 
• 91925-82-5 3,5-dihydroxy-4-(phenylmethoxy)benzoic acid methyl ester 
• 20189-90-6 3,4,5-triacetoxy-benzoic acid methyl ester 
• 99-24-1 methyl galloate 

Downstream Products

• 958883-54-0 3-(3-fluoropropoxy)-4-(benzyloxy)-5-methoxybenzoic acid 
• 1027022-78-1 3-(3-fluoropropoxy)-4-(benzyloxy)-5-methoxybenzoyl chloride 

Relevant articles and documents

Radiosynthesis of 3-(3-[18F]fluoropropoxy)-4-(benzyloxy)-N-[(1- dimethylaminocyclopentyl)methyl]-5-methoxybenzamide, a potential PET radiotracer for the glycine transporter GlyT-2

The recently described selective and potent GlyT2 antagonist, 4-benzyloxy-3, 5-dimethoxy-N-[(1-dimethylaminocyclopentyl) methyl]benzamide (IC50 = 16 nM) provided an important additional tool to further characterize GlyT2 pharmacology. In order to identify an effective PET radioligand for in vivo assessment of the GlyT-2 transporter, 3-(3-[ 18F]fluoropropoxy)-4-(benzyloxy)-N-((1-dimethylaminocyclopentyl) methyl)-5-methoxybenzamide ([18F]3), a novel analog of 4-benzyloxy-3,5-dimethoxy-N-[(1-dimethylaminocyclopentyl) methyl]benzamide was synthesized using a one-pot, two-step method. The NCA radiofluorination of 1,3-propanediol di-p-tosylate in the presence of K2CO3 and Kryptofix-222 in acetonitrile gave 81% 3-[18F]fluoropropyl tosylate, which was subsequently coupled with 4-benzyloxy-3-hydroxy-5-methoxy-N-[(1- dimethylaminocyclopentyl) methyl]-benzamide in the same reaction vessel. Solvent extraction and HPLC (Eclipse XDB-C8 column, 80/20/0.1 MeOH/H 2O/Et3N, 3.0 ml/min) gave [18F]3 in 98.5% radiochemical purity. The radiochemical yield was determined to be 14.0-16.2% at EOS, and the specific activity was 1462 ± 342 GBq/μmol. The time of synthesis and purification was 128 min. The final product was prepared as a sterile saline solution suitable for in vivo use. Copyright