4-ethynyl-N-{(3S)-1-[(1S)-1-methyl-2-(4-morpholinyl)-2-oxoethyl]-2-oxo-3-pyrrolidinyl}benzenesulfonamide

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Chemical Name:4-ethynyl-N-{(3S)-1-[(1S)-1-methyl-2-(4-morpholinyl)-2-oxoethyl]-2-oxo-3-pyrrolidinyl}benzenesulfonamide
CAS No.:935458-10-9
Molecular Formula:C₁₉H₂₃N₃O₅S
Molecular Weight:405.475
Hs Code.:

Synonyms:4-ethynyl-N-{(3S)-1-[(1S)-1-methyl-2-(4-morpholinyl)-2-oxoethyl]-2-oxo-3-pyrrolidinyl}benzenesulfonamide

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Chemical Property of 4-ethynyl-N-{(3S)-1-[(1S)-1-methyl-2-(4-morpholinyl)-2-oxoethyl]-2-oxo-3-pyrrolidinyl}benzenesulfonamide

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Technology Process of 4-ethynyl-N-{(3S)-1-[(1S)-1-methyl-2-(4-morpholinyl)-2-oxoethyl]-2-oxo-3-pyrrolidinyl}benzenesulfonamide

There total 7 articles about 4-ethynyl-N-{(3S)-1-[(1S)-1-methyl-2-(4-morpholinyl)-2-oxoethyl]-2-oxo-3-pyrrolidinyl}benzenesulfonamide 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: 83.0%

: 935458-21-2
N-{(3S)-1-[(1S)-1-methyl-2-(4-morpholinyl)-2-oxoethyl]-2-oxo-3-pyrrolidinyl}-4-[(trimethylsilyl)ethynyl]benzenesulfonamide

: 935458-10-9
4-ethynyl-N-{(3S)-1-[(1S)-1-methyl-2-(4-morpholinyl)-2-oxoethyl]-2-oxo-3-pyrrolidinyl}benzenesulfonamide

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at -78 - 20 ℃; for 2h;
DOI:10.1021/jm060870c

Reference yield:

: 478646-37-6
benzyl (3S)-1-[(1S)-1-methyl-2-(morpholin-4-yl)-2-oxoethyl]-2-oxopyrrolidin-3-ylcarbamate

: 935458-10-9
4-ethynyl-N-{(3S)-1-[(1S)-1-methyl-2-(4-morpholinyl)-2-oxoethyl]-2-oxo-3-pyrrolidinyl}benzenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / H₂ / Pd/C / ethanol / 16 h / atmospheric pressure

2: 71 percent / pyridine / acetonitrile / 20 °C

3: 99.9 percent / Et₃N / dichlorobis(triphenylphosphine)palladium(II); CuI / dimethylformamide / 22 h / 20 °C

4: 83 percent / n-Bu₄NF / tetrahydrofuran / 2 h / -78 - 20 °C

With pyridine; tetrabutyl ammonium fluoride; hydrogen; triethylamine; bis-triphenylphosphine-palladium(II) chloride; palladium on activated charcoal; copper(l) iodide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; acetonitrile; 3: Sonogashira coupling;
DOI:10.1021/jm060870c

Reference yield:

: 478646-39-8
(3S)-3-amino-1-[(1S)-1-methyl-2-(morpholin-4-yl)-2-oxoethyl]pyrrolidin-2-one

: 935458-10-9
4-ethynyl-N-{(3S)-1-[(1S)-1-methyl-2-(4-morpholinyl)-2-oxoethyl]-2-oxo-3-pyrrolidinyl}benzenesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1: 71 percent / pyridine / acetonitrile / 20 °C

2: 99.9 percent / Et₃N / dichlorobis(triphenylphosphine)palladium(II); CuI / dimethylformamide / 22 h / 20 °C

3: 83 percent / n-Bu₄NF / tetrahydrofuran / 2 h / -78 - 20 °C

With pyridine; tetrabutyl ammonium fluoride; triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; 2: Sonogashira coupling;
DOI:10.1021/jm060870c