4-(3-tert-butoxycarbonylamino-4-methoxyphenyl)-5,7-dimethoxycoumarin

Base Information

• Chemical Name: 4-(3-tert-butoxycarbonylamino-4-methoxyphenyl)-5,7-dimethoxycoumarin
• CAS No.: 1560773-32-1
• Molecular Formula: C₂₃H₂₅NO₇
• Molecular Weight: 427.454
• Mol file: 1560773-32-1.mol

Synonyms:4-(3-tert-butoxycarbonylamino-4-methoxyphenyl)-5,7-dimethoxycoumarin

Chemical Property of 4-(3-tert-butoxycarbonylamino-4-methoxyphenyl)-5,7-dimethoxycoumarin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(3-tert-butoxycarbonylamino-4-methoxyphenyl)-5,7-dimethoxycoumarin

There total 5 articles about 4-(3-tert-butoxycarbonylamino-4-methoxyphenyl)-5,7-dimethoxycoumarin 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: 84.0%

2-(3-tert-butoxycarbonylamino-4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (262433-23-8) + 5,7-dimethoxy-4-trifluoromethylsulfonyloxychromen-2-one (185418-17-1) → 4-(3-tert-butoxycarbonylamino-4-methoxyphenyl)-5,7-dimethoxycoumarin (1560773-32-1)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In toluene; at 20 - 110 ℃; for 17h; Inert atmosphere;

DOI:10.1007/s11172-013-0149-3

Reference yield:

4-iodo-2-nitroanisole (52692-09-8) → 4-(3-tert-butoxycarbonylamino-4-methoxyphenyl)-5,7-dimethoxycoumarin (1560773-32-1)

Guidance literature:

Multi-step reaction with 4 steps

1: tin(II) chloride hydrate / ethanol; ethyl acetate / 0.5 h / 70 °C

2: ethanol / 36 h / 20 °C

3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / dimethyl sulfoxide / 2 h / 80 °C / Inert atmosphere

4: potassium carbonate; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 17 h / 20 - 110 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tin(II) chloride hydrate; potassium acetate; potassium carbonate; In ethanol; dimethyl sulfoxide; ethyl acetate; toluene; 4: |Suzuki-Miyaura Coupling;

DOI:10.1007/s11172-013-0149-3

Reference yield:

2-Nitroanisole (91-23-6) → 4-(3-tert-butoxycarbonylamino-4-methoxyphenyl)-5,7-dimethoxycoumarin (1560773-32-1)

Guidance literature:

Multi-step reaction with 5 steps

1: iodine; sodium periodate / sulfuric acid / 1.83 h / 20 °C

2: tin(II) chloride hydrate / ethanol; ethyl acetate / 0.5 h / 70 °C

3: ethanol / 36 h / 20 °C

4: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / dimethyl sulfoxide / 2 h / 80 °C / Inert atmosphere

5: potassium carbonate; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 17 h / 20 - 110 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium periodate; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tin(II) chloride hydrate; iodine; potassium acetate; potassium carbonate; In ethanol; sulfuric acid; dimethyl sulfoxide; ethyl acetate; toluene; 5: |Suzuki-Miyaura Coupling;

DOI:10.1007/s11172-013-0149-3

upstream raw materials:

2-(3-tert-butoxycarbonylamino-4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

5,7-dimethoxy-4-trifluoromethylsulfonyloxychromen-2-one

4-iodo-2-nitroanisole

2-Nitroanisole

Downstream raw materials:

4-(3-amino-4-methoxyphenyl)-5,7-dimethoxycoumarin hydrochloride

4-(3-amino-4-methoxyphenyl)-5,7-dimethoxycoumarin

(S)-4-{3-[3-benzyloxy-2-(tert-butoxycarbonylamino)propanoylamino]-4-methoxyphenyl}-5,7-dimethoxycoumarin

(S)-4-[3-(2-amino-3-hydroxypropanoylamino)-4-methoxyphenyl]-5,7-dimethoxycoumarin hydrochloride