(S)-4-[3-(2-amino-3-hydroxypropanoylamino)-4-methoxyphenyl]coumarin hydrochloride

Base Information

Chemical Name:(S)-4-[3-(2-amino-3-hydroxypropanoylamino)-4-methoxyphenyl]coumarin hydrochloride
CAS No.:1560773-71-8
Molecular Formula:C₁₉H₁₈N₂O₅*ClH
Molecular Weight:390.823
Hs Code.:

Synonyms:(S)-4-[3-(2-amino-3-hydroxypropanoylamino)-4-methoxyphenyl]coumarin hydrochloride

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Chemical Property of (S)-4-[3-(2-amino-3-hydroxypropanoylamino)-4-methoxyphenyl]coumarin hydrochloride

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Technology Process of (S)-4-[3-(2-amino-3-hydroxypropanoylamino)-4-methoxyphenyl]coumarin hydrochloride

There total 10 articles about (S)-4-[3-(2-amino-3-hydroxypropanoylamino)-4-methoxyphenyl]coumarin 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: 84.0%

: 1560773-59-2
(S)-4-{3-[3-benzyloxy-2-(tert-butoxycarbonylamino)propanoylamino]-4-methoxyphenyl}coumarin

: 1560773-71-8
(S)-4-[3-(2-amino-3-hydroxypropanoylamino)-4-methoxyphenyl]coumarin hydrochloride

Guidance literature:: (S)-4-{3-[3-benzyloxy-2-(tert-butoxycarbonylamino)propanoylamino]-4-methoxyphenyl}coumarin; 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:

: 113777-29-0
4-(trifluoromethylsulfonyloxy)coumarin

: 1560773-71-8
(S)-4-[3-(2-amino-3-hydroxypropanoylamino)-4-methoxyphenyl]coumarin 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:

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

: 1560773-71-8
(S)-4-[3-(2-amino-3-hydroxypropanoylamino)-4-methoxyphenyl]coumarin 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