2-[6-(4,4'-dimethoxytriphenylmethyloxy)hex-1-yn-1-yl]-7-(6-hydroxyhex-1-yn-1-yl)fluorene

Base Information

• Chemical Name: 2-[6-(4,4'-dimethoxytriphenylmethyloxy)hex-1-yn-1-yl]-7-(6-hydroxyhex-1-yn-1-yl)fluorene
• CAS No.: 1291078-49-3
• Molecular Formula: C₄₆H₄₄O₄
• Molecular Weight: 660.853
• Mol file: 1291078-49-3.mol

Synonyms:2-[6-(4,4'-dimethoxytriphenylmethyloxy)hex-1-yn-1-yl]-7-(6-hydroxyhex-1-yn-1-yl)fluorene

Chemical Property of 2-[6-(4,4'-dimethoxytriphenylmethyloxy)hex-1-yn-1-yl]-7-(6-hydroxyhex-1-yn-1-yl)fluorene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[6-(4,4'-dimethoxytriphenylmethyloxy)hex-1-yn-1-yl]-7-(6-hydroxyhex-1-yn-1-yl)fluorene

There total 2 articles about 2-[6-(4,4'-dimethoxytriphenylmethyloxy)hex-1-yn-1-yl]-7-(6-hydroxyhex-1-yn-1-yl)fluorene 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: 22.0%

2,7-bis(6-hydroxyhex-1-yn-1-yl)fluorene (1291078-45-9) + 4,4'-dimethoxytrityl chloride (40615-36-9) → 2-[6-(4,4'-dimethoxytriphenylmethyloxy)hex-1-yn-1-yl]-7-(6-hydroxyhex-1-yn-1-yl)fluorene (1291078-49-3)

Guidance literature:

With pyridine; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c0cc05125j

Reference yield:

5-hexyl-1-ol (928-90-5) → 2-[6-(4,4'-dimethoxytriphenylmethyloxy)hex-1-yn-1-yl]-7-(6-hydroxyhex-1-yn-1-yl)fluorene (1291078-49-3)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / Reflux

2: pyridine / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

With pyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; 1: Sonogashira coupling;

DOI:10.1039/c0cc05125j

Reference yield: 79.0%

2-[6-(4,4'-dimethoxytriphenylmethyloxy)hex-1-yn-1-yl]-7-(6-hydroxyhex-1-yn-1-yl)fluorene (1291078-49-3) + 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) → O-2-cyanoethyl O'-{2-[4-((4,4'-dimethoxytriphenylmethyloxy)hex-1-yn-1-yl)]-7-(hex-5-yn-1-yl)fluorene}-N,N-diisopropyl phosphoramidite (1291078-53-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1039/c0cc05125j

upstream raw materials:

2,7-bis(6-hydroxyhex-1-yn-1-yl)fluorene

4,4'-dimethoxytrityl chloride

5-hexyl-1-ol

Downstream raw materials:

O-2-cyanoethyl O'-{2-[4-((4,4'-dimethoxytriphenylmethyloxy)hex-1-yn-1-yl)]-7-(hex-5-yn-1-yl)fluorene}-N,N-diisopropyl phosphoramidite