3-fluoro-9,10,11-trimethoxy-6-toluenesulfonyl-6,7-dihydro-5H-dibenzo[c,e]azepin-2-ol

Base Information

• Chemical Name: 3-fluoro-9,10,11-trimethoxy-6-toluenesulfonyl-6,7-dihydro-5H-dibenzo[c,e]azepin-2-ol
• CAS No.: 1407768-62-0
• Molecular Formula: C₂₄H₂₄FNO₆S
• Molecular Weight: 473.522

Synonyms:3-fluoro-9,10,11-trimethoxy-6-toluenesulfonyl-6,7-dihydro-5H-dibenzo[c,e]azepin-2-ol

Chemical Property of 3-fluoro-9,10,11-trimethoxy-6-toluenesulfonyl-6,7-dihydro-5H-dibenzo[c,e]azepin-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Useful:

Technology Process of 3-fluoro-9,10,11-trimethoxy-6-toluenesulfonyl-6,7-dihydro-5H-dibenzo[c,e]azepin-2-ol

There total 7 articles about 3-fluoro-9,10,11-trimethoxy-6-toluenesulfonyl-6,7-dihydro-5H-dibenzo[c,e]azepin-2-ol 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: 62.0%

9,10,11-trimethoxy-6-toluenesulfonyl-6,7-dihydro-5H-dibenzo[c,e]azepine-2,3-diol (1407768-11-9) → 2-fluoro-9,10,11-trimethoxy-6-toluenesulfonyl-6,7-dihydro-5H-dibenzo[c,e]azepin-3-ol (1407768-64-2) + 3-fluoro-9,10,11-trimethoxy-6-toluenesulfonyl-6,7-dihydro-5H-dibenzo[c,e]azepin-2-ol (1407768-62-0)

Guidance literature:

9,10,11-trimethoxy-6-toluenesulfonyl-6,7-dihydro-5H-dibenzo[c,e]azepine-2,3-diol; With [bis(acetoxy)iodo]benzene; magnesium oxide; In chloroform; at 0 ℃; for 0.0833333h; Inert atmosphere;

With (bis-(2-methoxyethyl)amino)sulfur trufluoride; In chloroform; at 40 ℃; for 1h; Inert atmosphere;

With sodium tetrahydroborate; In ethanol; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1055/s-0032-1316559

Reference yield:

C19H33NO2Si2 (1259425-46-1) → 2-fluoro-9,10,11-trimethoxy-6-toluenesulfonyl-6,7-dihydro-5H-dibenzo[c,e]azepin-3-ol (1407768-64-2) + 3-fluoro-9,10,11-trimethoxy-6-toluenesulfonyl-6,7-dihydro-5H-dibenzo[c,e]azepin-2-ol (1407768-62-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: lithium aluminium tetrahydride / diethyl ether / 2 h / 20 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

3.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 20 °C / Inert atmosphere

4.1: acetic acid; triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 20 °C / Inert atmosphere

5.1: [bis(acetoxy)iodo]benzene / 1,2-dimethoxyethane / 0.5 h / 0 °C / Inert atmosphere

5.2: 1 h / 0 °C / Inert atmosphere

6.1: [bis(acetoxy)iodo]benzene; magnesium oxide / chloroform / 0.08 h / 0 °C / Inert atmosphere

6.2: 1 h / 40 °C / Inert atmosphere

6.3: 0 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; [bis(acetoxy)iodo]benzene; di-isopropyl azodicarboxylate; magnesium oxide; acetic acid; triethylamine tris(hydrogen fluoride); triethylamine; triphenylphosphine; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; dichloromethane; chloroform;

DOI:10.1055/s-0032-1316559

Reference yield:

(3,4-bis((tert-butyldimethylsilyl)-oxy)phenyl)methanamine (765962-55-8) → 2-fluoro-9,10,11-trimethoxy-6-toluenesulfonyl-6,7-dihydro-5H-dibenzo[c,e]azepin-3-ol (1407768-64-2) + 3-fluoro-9,10,11-trimethoxy-6-toluenesulfonyl-6,7-dihydro-5H-dibenzo[c,e]azepin-2-ol (1407768-62-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

2.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 20 °C / Inert atmosphere

3.1: acetic acid; triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 20 °C / Inert atmosphere

4.1: [bis(acetoxy)iodo]benzene / 1,2-dimethoxyethane / 0.5 h / 0 °C / Inert atmosphere

4.2: 1 h / 0 °C / Inert atmosphere

5.1: [bis(acetoxy)iodo]benzene; magnesium oxide / chloroform / 0.08 h / 0 °C / Inert atmosphere

5.2: 1 h / 40 °C / Inert atmosphere

5.3: 0 - 20 °C / Inert atmosphere

With [bis(acetoxy)iodo]benzene; di-isopropyl azodicarboxylate; magnesium oxide; acetic acid; triethylamine tris(hydrogen fluoride); triethylamine; triphenylphosphine; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; chloroform;

DOI:10.1055/s-0032-1316559

upstream raw materials:

C₁₉H₃₃NO₂Si₂

(3,4-bis((tert-butyldimethylsilyl)-oxy)phenyl)methanamine

N-(3,4-dihydroxybenzyl)-4-methyl-N-(3,4,5-trimethoxybenzyl)benzenesulfonamide

9,10,11-trimethoxy-6-toluenesulfonyl-6,7-dihydro-5H-dibenzo[c,e]azepine-2,3-diol

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