4-(cyclopropylbuta-1,3-diyn-1-yl)-N-((2S,3R)-3-hydroxy-1-(hydroxyamino)-1-oxobutan-2-yl)benzamide

Base Information

Chemical Name:4-(cyclopropylbuta-1,3-diyn-1-yl)-N-((2S,3R)-3-hydroxy-1-(hydroxyamino)-1-oxobutan-2-yl)benzamide
CAS No.:1093193-48-6
Molecular Formula:C₁₈H₁₈N₂O₄
Molecular Weight:326.352
Hs Code.:

Synonyms:4-(cyclopropylbuta-1,3-diyn-1-yl)-N-((2S,3R)-3-hydroxy-1-(hydroxyamino)-1-oxobutan-2-yl)benzamide

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Chemical Property of 4-(cyclopropylbuta-1,3-diyn-1-yl)-N-((2S,3R)-3-hydroxy-1-(hydroxyamino)-1-oxobutan-2-yl)benzamide

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Technology Process of 4-(cyclopropylbuta-1,3-diyn-1-yl)-N-((2S,3R)-3-hydroxy-1-(hydroxyamino)-1-oxobutan-2-yl)benzamide

There total 6 articles about 4-(cyclopropylbuta-1,3-diyn-1-yl)-N-((2S,3R)-3-hydroxy-1-(hydroxyamino)-1-oxobutan-2-yl)benzamide 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: 46.7%

: (2S,3R)-methyl 2-(4-(cyclopropylbuta-1,3-diyn-1-yl) benzamido)-3-hydroxybutanoate

: 1093193-48-6
4-(cyclopropylbuta-1,3-diyn-1-yl)-N-((2S,3R)-3-hydroxy-1-(hydroxyamino)-1-oxobutan-2-yl)benzamide

Guidance literature:: With hydroxylamine; In methanol; dichloromethane; water; at 20 ℃; for 12h;
DOI:10.1016/j.bmcl.2017.12.005

Reference yield:

: 3034-86-4
4-ethynylbenzoic acid methyl ester

: 1093193-48-6
4-(cyclopropylbuta-1,3-diyn-1-yl)-N-((2S,3R)-3-hydroxy-1-(hydroxyamino)-1-oxobutan-2-yl)benzamide

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine; copper diacetate / methanol / 48 h / 20 °C

2: water; lithium hydroxide / ethanol / 1 h / 20 °C

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere

4: hydroxylamine / water; methanol; dichloromethane / 12 h / 20 °C

With pyridine; water; hydroxylamine; copper diacetate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; 1: |Eglinton Coupling;
DOI:10.1016/j.bmcl.2017.12.005

Reference yield:

: 1093193-97-5
4-(4-cyclopropylbuta-1,3-diyn-1-yl)benzoic acid

: 1093193-48-6
4-(cyclopropylbuta-1,3-diyn-1-yl)-N-((2S,3R)-3-hydroxy-1-(hydroxyamino)-1-oxobutan-2-yl)benzamide

Guidance literature:: Multi-step reaction with 2 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere

2: hydroxylamine / water; methanol; dichloromethane / 12 h / 20 °C

With hydroxylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2017.12.005