(2S)-2-{3'-[(5''-methylisoxazole-3''-carbonyl)amino]-2'-oxo-2'H-pyridin-1'-yl}pent-4-ynoic acid

Base Information

Chemical Name:(2S)-2-{3'-[(5''-methylisoxazole-3''-carbonyl)amino]-2'-oxo-2'H-pyridin-1'-yl}pent-4-ynoic acid
CAS No.:629625-68-9
Molecular Formula:C₁₅H₁₃N₃O₅
Molecular Weight:315.285
Hs Code.:

Synonyms:(2S)-2-{3'-[(5''-methylisoxazole-3''-carbonyl)amino]-2'-oxo-2'H-pyridin-1'-yl}pent-4-ynoic acid

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Chemical Property of (2S)-2-{3'-[(5''-methylisoxazole-3''-carbonyl)amino]-2'-oxo-2'H-pyridin-1'-yl}pent-4-ynoic acid

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Technology Process of (2S)-2-{3'-[(5''-methylisoxazole-3''-carbonyl)amino]-2'-oxo-2'H-pyridin-1'-yl}pent-4-ynoic acid

There total 1 articles about (2S)-2-{3'-[(5''-methylisoxazole-3''-carbonyl)amino]-2'-oxo-2'H-pyridin-1'-yl}pent-4-ynoic acid 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:

: 23235-01-0,23235-03-2,50428-03-0,64165-64-6
(R)-2-aminopent-4-ynoic acid

: 629625-68-9
(2S)-2-{3'-[(5''-methylisoxazole-3''-carbonyl)amino]-2'-oxo-2'H-pyridin-1'-yl}pent-4-ynoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: aq. sodium nitrite; H₂SO₄ / 0 - 23 °C

2.1: HCl / dioxane / 16 h / 23 °C

3.1: 2,6-lutidine / CH₂Cl₂ / 0.42 h / 0 °C

4.1: sodium hydride / tetrahydrofuran / 0.5 h / 23 °C

4.2: 0.776 g / tetrahydrofuran / 0.5 h / 23 °C

5.1: lithium iodide; pyridine / 0.5 h / Heating

With pyridine; 2,6-dimethylpyridine; hydrogenchloride; sulfuric acid; sodium hydride; lithium iodide; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; dichloromethane;
DOI:10.1021/jm030166l

Reference yield:

: 223526-33-8
(1S,3'S)-<2-<1'-(2'',4''-dimethoxybenzyl)-2'-oxo-pyrrolidin-3'-yl>-1-hydroxymethylethyl>-carbamic acid tert-butyl ester

: 629625-68-9
(2S)-2-{3'-[(5''-methylisoxazole-3''-carbonyl)amino]-2'-oxo-2'H-pyridin-1'-yl}pent-4-ynoic acid

: 629625-69-0
(1''S,1'''S,3''''S)-5-methylisoxazole-3-carboxylic acid [1'-(1''-{1'''-[1''''-(2''''',4'''''-dimethoxybenzyl)-2''''-oxopyrrolidin-3''''-ylmethyl]-2'''-hydroxyethylcarbamoyl}but-3''-ynyl)-2'-oxo-1',2'-dihydropyridin-3'-yl]amide

Guidance literature:: (1S,3'S)-<2-<1'-(2'',4''-dimethoxybenzyl)-2'-oxo-pyrrolidin-3'-yl>-1-hydroxymethylethyl>-carbamic acid tert-butyl ester; With hydrogenchloride; In 1,4-dioxane; at 23 ℃; for 2h;

(2S)-2-{3'-[(5''-methylisoxazole-3''-carbonyl)amino]-2'-oxo-2'H-pyridin-1'-yl}pent-4-ynoic acid; With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 23 ℃; for 16h;
DOI:10.1021/jm030166l

Reference yield:

: 629625-68-9
(2S)-2-{3'-[(5''-methylisoxazole-3''-carbonyl)amino]-2'-oxo-2'H-pyridin-1'-yl}pent-4-ynoic acid

: (E)-(S)-4-Amino-5-((S)-2-oxo-pyrrolidin-3-yl)-pent-2-enoic acid benzyl ester; compound with trifluoro-acetic acid

: (E)-(S)-4-((S)-2-{3-[(5-Methyl-isoxazole-3-carbonyl)-amino]-2-oxo-2H-pyridin-1-yl}-pent-4-ynoylamino)-5-((S)-2-oxo-pyrrolidin-3-yl)-pent-2-enoic acid benzyl ester

Guidance literature:: With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 23 ℃;
DOI:10.1021/jm030166l