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

Base Information

Chemical Name:(S)-4-[3-(2-amino-3-hydroxypropanoylamino)-4-methoxyphenyl]-5,7-dimethoxycoumarin hydrochloride
CAS No.:1560773-79-6
Molecular Formula:C₂₁H₂₂N₂O₇*ClH
Molecular Weight:450.876
Hs Code.:

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

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

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

There total 10 articles about (S)-4-[3-(2-amino-3-hydroxypropanoylamino)-4-methoxyphenyl]-5,7-dimethoxycoumarin hydrochloride 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: 90.0%

: 1560773-66-1
(S)-4-{3-[3-benzyloxy-2-(tert-butoxycarbonylamino)propanoylamino]-4-methoxyphenyl}-5,7-dimethoxycoumarin

: 1560773-79-6
(S)-4-[3-(2-amino-3-hydroxypropanoylamino)-4-methoxyphenyl]-5,7-dimethoxycoumarin hydrochloride

Guidance literature:: (S)-4-{3-[3-benzyloxy-2-(tert-butoxycarbonylamino)propanoylamino]-4-methoxyphenyl}-5,7-dimethoxycoumarin; With boron trichloride; In dichloromethane; at -78 ℃; for 4h; Inert atmosphere;

With hydrogenchloride; In ethanol; ethyl acetate; at 50 ℃;
DOI:10.1007/s11172-013-0149-3

Reference yield:

: 262433-23-8
2-(3-tert-butoxycarbonylamino-4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 1560773-79-6
(S)-4-[3-(2-amino-3-hydroxypropanoylamino)-4-methoxyphenyl]-5,7-dimethoxycoumarin hydrochloride

Guidance literature:: Multi-step reaction with 4 steps

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

2.1: hydrogenchloride; ethanol / ethyl acetate / 50 °C

2.2: 0.5 h / 20 °C

3.1: dicyclohexyl-carbodiimide; benzotriazol-1-ol / N,N-dimethyl-formamide / 15 h / 20 - 50 °C / Inert atmosphere

4.1: boron trichloride / dichloromethane / 4 h / -78 °C / Inert atmosphere

4.2: 50 °C

With hydrogenchloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ethanol; boron trichloride; potassium carbonate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; 1.1: |Suzuki-Miyaura Coupling;
DOI:10.1007/s11172-013-0149-3

Reference yield:

: 52692-09-8
4-iodo-2-nitroanisole

: 1560773-79-6
(S)-4-[3-(2-amino-3-hydroxypropanoylamino)-4-methoxyphenyl]-5,7-dimethoxycoumarin hydrochloride

Guidance literature:: Multi-step reaction with 7 steps

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

2.1: ethanol / 36 h / 20 °C

3.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / dimethyl sulfoxide / 2 h / 80 °C / Inert atmosphere

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

5.1: hydrogenchloride; ethanol / ethyl acetate / 50 °C

5.2: 0.5 h / 20 °C

6.1: dicyclohexyl-carbodiimide; benzotriazol-1-ol / N,N-dimethyl-formamide / 15 h / 20 - 50 °C / Inert atmosphere

7.1: boron trichloride / dichloromethane / 4 h / -78 °C / Inert atmosphere

7.2: 50 °C

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tin(II) chloride hydrate; ethanol; potassium acetate; boron trichloride; potassium carbonate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In ethanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene; 4.1: |Suzuki-Miyaura Coupling;
DOI:10.1007/s11172-013-0149-3