(E)-2-[2-[2-[5-[4-[tert-butoxycarbonyl[methyl]amino]styryl]pyridine-2-yloxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate

Base Information

• Chemical Name: (E)-2-[2-[2-[5-[4-[tert-butoxycarbonyl[methyl]amino]styryl]pyridine-2-yloxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate
• CAS No.: 1205550-99-7
• Molecular Formula: C₃₂H₄₀N₂O₈S
• Molecular Weight: 612.744
• Mol file: 1205550-99-7.mol

Synonyms:(E)-2-[2-[2-[5-[4-[tert-butoxycarbonyl[methyl]amino]styryl]pyridine-2-yloxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate

Chemical Property of (E)-2-[2-[2-[5-[4-[tert-butoxycarbonyl[methyl]amino]styryl]pyridine-2-yloxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

AV-105 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• General Description: (E)-2-[2-[2-[5-[4-[tert-Butoxycarbonyl[methyl]amino]styryl]pyridine-2-yloxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate is a triethylene glycol (TEG)-substituted styrylpyridine derivative, serving as a key precursor for the synthesis of monodentate and multidentate imaging agents targeting Aβ plaques in the brain, such as the PET imaging agent [18F]florbetapir (AV-45). It features a Boc-protected methylamino group and a tosylate leaving group, enabling further functionalization for radiolabeling or multidentate ligand development. (E)-2-[2-[2-[5-[4-[tert-butoxycarbonyl[methyl]amino]styryl]pyridine-2-yloxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate is synthesized from cost-effective starting materials, facilitating scalable production for diagnostic applications in Alzheimer's disease.

Technology Process of (E)-2-[2-[2-[5-[4-[tert-butoxycarbonyl[methyl]amino]styryl]pyridine-2-yloxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate

There total 13 articles about (E)-2-[2-[2-[5-[4-[tert-butoxycarbonyl[methyl]amino]styryl]pyridine-2-yloxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

(E)-tert-butyl N-(4-(2-(6-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)pyridin-3-yl)vinyl)phenyl)-N-methylcarbamate (1234208-02-6) + p-toluenesulfonyl chloride (98-59-9) → (E)-2-[2-[2-[5-[4-[tert-butoxycarbonyl[methyl]amino]styryl]pyridine-2-yloxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate (1205550-99-7)

Guidance literature:

With dmap; sodium carbonate; triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1080/00397911.2017.1404107

Reference yield: 86.0%

(E)-tert-butyl N-(4-(2-(6-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)pyridin-3-yl)vinyl)phenyl)-N-methylcarbamate (1234208-02-6) + 2-[(E)-2-phenylethenyl]pyridine (538-49-8) + Toluene-2-sulfonyl chloride (133-59-5) → (E)-2-[2-[2-[5-[4-[tert-butoxycarbonyl[methyl]amino]styryl]pyridine-2-yloxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate (1205550-99-7)

Guidance literature:

With dmap; triethylamine; In hexane; water; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; ethyl acetate;

Reference yield:

8-(1H-tetrahydropyran-2-yloxy)-3n63-dioxaoctan-1-ol (60221-37-6) → (E)-2-[2-[2-[5-[4-[tert-butoxycarbonyl[methyl]amino]styryl]pyridine-2-yloxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate (1205550-99-7)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium hydride / 1,4-dioxane / 3 h / 20 °C

1.2: 12 h / 20 °C

2.1: sodium sulfide * 10 H₂O / ethanol; water / 2 h / Reflux

3.1: para-thiocresol / methanol / 2.5 h / Reflux

4.1: sodium tetrahydroborate / 1,2-dimethoxyethane / 1 h / 100 °C

5.1: ethanol; water / 12 h / 20 °C

6.1: copper(ll) sulfate pentahydrate / methanol / 12 h / 20 °C

7.1: triethylamine; dmap / dichloromethane / 3 h / 20 °C

With dmap; sodium tetrahydroborate; copper(ll) sulfate pentahydrate; sodium sulfide * 10 H₂O; sodium hydride; triethylamine; para-thiocresol; In 1,4-dioxane; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water;

DOI:10.1080/00397911.2015.1104356

upstream raw materials:

(E)-tert-butyl N-(4-(2-(6-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)pyridin-3-yl)vinyl)phenyl)-N-methylcarbamate

2-[(E)-2-phenylethenyl]pyridine

Toluene-2-sulfonyl chloride

6-chloronicotinylaldehyde

Downstream raw materials:

4-[(E)-2-(4-{2-[2-(2-[F¹⁸]fluoroethoxy)ethoxy]-ethoxy}pyridin-3-yl)vinyl]-N-methylaniline

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