(R)-N-hydroxy-2-[2-hydroxy-1-(4-{[4-(morpholinomethyl)phenyl]ethynyl}phenyl)ethoxy]acetamide

Base Information

Chemical Name:(R)-N-hydroxy-2-[2-hydroxy-1-(4-{[4-(morpholinomethyl)phenyl]ethynyl}phenyl)ethoxy]acetamide
CAS No.:1548043-69-1
Molecular Formula:C₂₃H₂₆N₂O₅
Molecular Weight:410.47
Hs Code.:

Synonyms:(R)-N-hydroxy-2-[2-hydroxy-1-(4-{[4-(morpholinomethyl)phenyl]ethynyl}phenyl)ethoxy]acetamide

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Chemical Property of (R)-N-hydroxy-2-[2-hydroxy-1-(4-{[4-(morpholinomethyl)phenyl]ethynyl}phenyl)ethoxy]acetamide

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Technology Process of (R)-N-hydroxy-2-[2-hydroxy-1-(4-{[4-(morpholinomethyl)phenyl]ethynyl}phenyl)ethoxy]acetamide

There total 9 articles about (R)-N-hydroxy-2-[2-hydroxy-1-(4-{[4-(morpholinomethyl)phenyl]ethynyl}phenyl)ethoxy]acetamide 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: 37.0%

: 1548043-68-0
(R)-5-(4-{[4-(morpholinomethyl)phenyl]ethynyl}phenyl)-1,4-dioxan-2-one

: 1548043-69-1
(R)-N-hydroxy-2-[2-hydroxy-1-(4-{[4-(morpholinomethyl)phenyl]ethynyl}phenyl)ethoxy]acetamide

Guidance literature:: With hydroxylamine hydrochloride; sodium methylate; In methanol; at 20 ℃; for 16h;
DOI:10.1016/j.bmc.2013.12.057

Reference yield:

: 1548043-70-4
(R)-1-(4-bromophenyl)-2-(methoxymethoxy)ethanol

: 1548043-69-1
(R)-N-hydroxy-2-[2-hydroxy-1-(4-{[4-(morpholinomethyl)phenyl]ethynyl}phenyl)ethoxy]acetamide

Guidance literature:: Multi-step reaction with 7 steps

1: lithium hexamethyldisilazane / tetrahydrofuran / 16 h / Inert atmosphere; Reflux

2: toluene-4-sulfonic acid / methanol / 16 h / 20 °C

3: acetonitrile / 16 h / 20 °C

4: triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 16 h / Inert atmosphere; Reflux

5: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

6: triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / acetonitrile / 2 h / 20 °C / Inert atmosphere

7: hydroxylamine hydrochloride; sodium methylate / methanol / 16 h / 20 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; sodium methylate; toluene-4-sulfonic acid; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; acetonitrile; 4: |Sonogashira Cross-Coupling / 6: |Sonogashira Cross-Coupling;
DOI:10.1016/j.bmc.2013.12.057

Reference yield:

: 1548043-27-1
(R)-ethyl 2-[1-(4-bromophenyl)-2-(methoxymethoxy)ethoxy]acetate

: 1548043-69-1
(R)-N-hydroxy-2-[2-hydroxy-1-(4-{[4-(morpholinomethyl)phenyl]ethynyl}phenyl)ethoxy]acetamide

Guidance literature:: Multi-step reaction with 6 steps

1: toluene-4-sulfonic acid / methanol / 16 h / 20 °C

2: acetonitrile / 16 h / 20 °C

3: triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 16 h / Inert atmosphere; Reflux

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

5: triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / acetonitrile / 2 h / 20 °C / Inert atmosphere

6: hydroxylamine hydrochloride; sodium methylate / methanol / 16 h / 20 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; sodium methylate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; acetonitrile; 3: |Sonogashira Cross-Coupling / 5: |Sonogashira Cross-Coupling;
DOI:10.1016/j.bmc.2013.12.057