2-(2-iodo-3,4,5-trimethoxybenzyl)-3-oxocyclohex-1-en-1-yl trifluoromethanesulfonate

Base Information

• Chemical Name: 2-(2-iodo-3,4,5-trimethoxybenzyl)-3-oxocyclohex-1-en-1-yl trifluoromethanesulfonate
• CAS No.: 1360473-46-6
• Molecular Formula: C₁₇H₁₈F₃IO₇S
• Molecular Weight: 550.291
• Mol file: 1360473-46-6.mol

Synonyms:2-(2-iodo-3,4,5-trimethoxybenzyl)-3-oxocyclohex-1-en-1-yl trifluoromethanesulfonate

Chemical Property of 2-(2-iodo-3,4,5-trimethoxybenzyl)-3-oxocyclohex-1-en-1-yl trifluoromethanesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(2-iodo-3,4,5-trimethoxybenzyl)-3-oxocyclohex-1-en-1-yl trifluoromethanesulfonate

There total 1 articles about 2-(2-iodo-3,4,5-trimethoxybenzyl)-3-oxocyclohex-1-en-1-yl trifluoromethanesulfonate 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: 76.0%

trifluoromethylsulfonic anhydride (358-23-6) + 1,3-cylohexanedione (504-02-9) + 3,4,5-trimethoxy-2-iodobenzaldehyde (73252-53-6) → 2-(2-iodo-3,4,5-trimethoxybenzyl)-3-oxocyclohex-1-en-1-yl trifluoromethanesulfonate (1360473-46-6)

Guidance literature:

1,3-cylohexanedione; 3,4,5-trimethoxy-2-iodobenzaldehyde; With sodium cyanoborohydride; L-proline; In ethanol; at 85 ℃; Molecular sieve; Inert atmosphere;

trifluoromethylsulfonic anhydride; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/jo300188y

Reference yield:

2-(2-iodo-3,4,5-trimethoxybenzyl)-3-oxocyclohex-1-en-1-yl trifluoromethanesulfonate (1360473-46-6) → C23H23NO8

Guidance literature:

Multi-step reaction with 3 steps

1: n-butyllithium / N,N,N,N,N,N-hexamethylphosphoric triamide; toluene / -78 - 20 °C / Inert atmosphere

2: diisobutylaluminium hydride / dichloromethane; toluene / 0.5 h / -78 °C / Inert atmosphere

3: pyridine / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

With pyridine; n-butyllithium; diisobutylaluminium hydride; In N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; toluene;

DOI:10.1021/jo300188y

Reference yield:

2-(2-iodo-3,4,5-trimethoxybenzyl)-3-oxocyclohex-1-en-1-yl trifluoromethanesulfonate (1360473-46-6) → N-(4-(7,8,9,10-tetramethoxy-5,6,7,12-tetrahydrobenzo[4,5]cyclonona[1,2-d][1,2,3]triazol-3(4H)-yl)butyl)benzamide

Guidance literature:

Multi-step reaction with 6 steps

1.1: N,N,N,N,-tetramethylethylenediamine; n-butyllithium / toluene; hexane / 4.5 h / -78 - 20 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / dichloromethane; toluene / 1.5 h / -78 - 20 °C / Inert atmosphere

3.1: pyridine / dichloromethane / 10 h / 0 - 20 °C / Inert atmosphere

4.1: trimethylamine / dichloromethane / 6 h / 0 °C

5.1: 40 °C / Inert atmosphere

5.2: 0.75 h / Inert atmosphere

6.1: sodium iodide; chloro-trimethyl-silane / methanol; acetonitrile / 0.08 h

With pyridine; n-butyllithium; chloro-trimethyl-silane; N,N,N,N,-tetramethylethylenediamine; diisobutylaluminium hydride; sodium iodide; trimethylamine; In methanol; hexane; dichloromethane; toluene; acetonitrile;

DOI:10.1039/c6ob00795c

upstream raw materials:

trifluoromethylsulfonic anhydride

1,3-cylohexanedione

3,4,5-trimethoxy-2-iodobenzaldehyde

Downstream raw materials:

C₂₄H₂₇NO₅

C₂₃H₂₇N₃O₄

C₂₃H₂₇N₃O₄

C₃₁H₃₄N₄O₅