5-((E)-2-(ethoxycarbonyl)vinyl)-4-isocyano-2,3-dimethoxyphenyl methanesulfonate

Base Information

• Chemical Name: 5-((E)-2-(ethoxycarbonyl)vinyl)-4-isocyano-2,3-dimethoxyphenyl methanesulfonate
• CAS No.: 1310878-72-8
• Molecular Formula: C₁₅H₁₇NO₇S
• Molecular Weight: 355.368
• Mol file: 1310878-72-8.mol

Synonyms:

Chemical Property of 5-((E)-2-(ethoxycarbonyl)vinyl)-4-isocyano-2,3-dimethoxyphenyl methanesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-((E)-2-(ethoxycarbonyl)vinyl)-4-isocyano-2,3-dimethoxyphenyl methanesulfonate

There total 9 articles about 5-((E)-2-(ethoxycarbonyl)vinyl)-4-isocyano-2,3-dimethoxyphenyl methanesulfonate 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:

formic acid (64-18-6) + C14H19NO7S → 5-((E)-2-(ethoxycarbonyl)vinyl)-4-isocyano-2,3-dimethoxyphenyl methanesulfonate (1310878-72-8)

Guidance literature:

formic acid; With acetic anhydride; at 50 ℃; for 2h; Inert atmosphere;

C₁₄H₁₉NO₇S; In dichloromethane; at 0 ℃; for 0.25h; Inert atmosphere;

With pyridine; trichlorophosphate; In dichloromethane; for 1h; Cooling with ice; Inert atmosphere;

DOI:10.1002/anie.201100981

Reference yield:

methyl 3,5-dihydroxy-4-methoxy-2-nitro-benzoate (1100771-88-7) → 5-((E)-2-(ethoxycarbonyl)vinyl)-4-isocyano-2,3-dimethoxyphenyl methanesulfonate (1310878-72-8)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 2,6-dimethylpyridine / tetrahydrofuran; N,N-dimethyl-formamide / 2 h / 20 °C / Cooling with ice; Inert atmosphere

2.1: potassium tert-butylate / tetrahydrofuran; N,N-dimethyl-formamide / 1.5 h / 20 °C / Cooling with ice; Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.42 h / 20 °C / Inert atmosphere

4.1: triethylamine / dichloromethane / 20 °C / Cooling with ice; Inert atmosphere

5.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.92 h / -78 °C / Inert atmosphere

6.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 0.33 h / 20 °C / Inert atmosphere; Molecular sieve

7.1: toluene / 0.33 h / 20 °C / Inert atmosphere

8.1: acetic acid; zinc / dichloromethane / 0.42 h / 0 - 20 °C / Inert atmosphere

9.1: acetic anhydride / 2 h / 50 °C / Inert atmosphere

9.2: 0.25 h / 0 °C / Inert atmosphere

9.3: 1 h / Cooling with ice; Inert atmosphere

With 2,6-dimethylpyridine; tetrapropylammonium perruthennate; potassium tert-butylate; tetrabutyl ammonium fluoride; acetic anhydride; diisobutylaluminium hydride; acetic acid; 4-methylmorpholine N-oxide; triethylamine; zinc; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; 7.1: Wittig reaction;

DOI:10.1002/anie.201100981

Reference yield:

C10H11NO8S → 5-((E)-2-(ethoxycarbonyl)vinyl)-4-isocyano-2,3-dimethoxyphenyl methanesulfonate (1310878-72-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: toluene / 0.33 h / 20 °C / Inert atmosphere

2.1: acetic acid; zinc / dichloromethane / 0.42 h / 0 - 20 °C / Inert atmosphere

3.1: acetic anhydride / 2 h / 50 °C / Inert atmosphere

3.2: 0.25 h / 0 °C / Inert atmosphere

3.3: 1 h / Cooling with ice; Inert atmosphere

With acetic anhydride; acetic acid; zinc; In dichloromethane; toluene; 1.1: Wittig reaction;

DOI:10.1002/anie.201100981

upstream raw materials:

methyl 3,5-dihydroxy-4-methoxy-2-nitro-benzoate

formic acid

5-((E)-2-(ethoxycarbonyl)vinyl)-2,3-dimethoxy-4-nitrophenyl methanesulfonate

methyl 5-(tert-butyldiphenylsilyloxy)-3-hydroxy-4-methoxy-2-nitrobenzoate

Downstream raw materials:

3-(2-(((S)-4-ethyl-2,3-dihydrofuran-2-yl)methyl(2,4-dinitrobenzenesulfonyl)amino)ethyl)-1-(tert-butoxycarbonyl)-2-(1-(methoxycarbonyl)vinyl)-6,7-dimethoxy-1H-indol-5-yl methanesulfonate