(S)-N-(3-amino-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl)-4-(but-2-yn-1-yloxy)benzamide

Base Information

• Chemical Name: (S)-N-(3-amino-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl)-4-(but-2-yn-1-yloxy)benzamide
• CAS No.: 1219365-61-3
• Molecular Formula: C₁₆H₂₁N₃O₄
• Molecular Weight: 319.36
• Mol file: 1219365-61-3.mol

Synonyms:(S)-N-(3-amino-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl)-4-(but-2-yn-1-yloxy)benzamide

Chemical Property of (S)-N-(3-amino-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl)-4-(but-2-yn-1-yloxy)benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-(3-amino-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl)-4-(but-2-yn-1-yloxy)benzamide

There total 13 articles about (S)-N-(3-amino-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl)-4-(but-2-yn-1-yloxy)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: 84.0%

(S)-2-(4-but-2-ynyloxybenzoylamino)-3-methyl-3-aminobutyric acid ethyl ester (1392229-25-2) → (S)-N-(3-amino-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl)-4-(but-2-yn-1-yloxy)benzamide (1219365-61-3)

Guidance literature:

With water; hydroxylamine; lithium hydroxide; In methanol; at 0 - 5 ℃;

DOI:10.1021/op300163n

Reference yield:

C17H22N2O4 → (S)-N-(3-amino-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl)-4-(but-2-yn-1-yloxy)benzamide (1219365-61-3)

Guidance literature:

With hydroxylamine; In methanol; at 20 ℃;

DOI:10.1021/acs.jmedchem.7b00377

Reference yield:

(S)-3-methyl-2-((S)-2-methylpropane-2-sulfinylamino)-3-nitrobutyric acid ethyl ester (1392229-22-9) → (S)-N-(3-amino-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl)-4-(but-2-yn-1-yloxy)benzamide (1219365-61-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: acetyl chloride / ethanol; ethyl acetate / 0.5 h / 0 - 25 °C

1.2: 25 °C

2.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / acetonitrile / 19 h / 22 °C

3.1: zinc; acetic acid / ethanol; water / 10 h / -10 - -5 °C / Inert atmosphere

4.1: sodium hydroxide; ethylenediaminetetraacetic acid / Isopropyl acetate / 0.17 h / 0 - 22 °C

5.1: water; hydroxylamine; lithium hydroxide / methanol / 0 - 5 °C

With ethylenediaminetetraacetic acid; water; hydroxylamine; acetic acid; N-ethyl-N,N-diisopropylamine; acetyl chloride; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium hydroxide; lithium hydroxide; zinc; In methanol; ethanol; Isopropyl acetate; water; ethyl acetate; acetonitrile;

DOI:10.1021/op300163n

upstream raw materials:

(S)-3-methyl-2-((S)-2-methylpropane-2-sulfinylamino)-3-nitrobutyric acid ethyl ester

C₇H₁₄N₂O₄*ClH

(S)-2-(4-but-2-ynyloxybenzoylamino)-3-methyl-3-nitrobutyric acid ethyl ester

(S)-2-(4-but-2-ynyloxybenzoylamino)-3-methyl-3-aminobutyric acid ethyl ester