N-((S)-3-amino-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl)-4-(((1R,2R)-2-(hydroxymethyl)cyclopropyl)buta-1,3-diynyl)benzamide

Base Information

• Chemical Name: N-((S)-3-amino-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl)-4-(((1R,2R)-2-(hydroxymethyl)cyclopropyl)buta-1,3-diynyl)benzamide
• CAS No.: 1427677-01-7
• Molecular Formula: C₂H₄O₂*C₂₀H₂₃N₃O₄
• Molecular Weight: 429.473
• Mol file: 1427677-01-7.mol

Synonyms:N-((S)-3-amino-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl)-4-(((1R,2R)-2-(hydroxymethyl)cyclopropyl)buta-1,3-diynyl)benzamide

Chemical Property of N-((S)-3-amino-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl)-4-(((1R,2R)-2-(hydroxymethyl)cyclopropyl)buta-1,3-diynyl)benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-((S)-3-amino-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl)-4-(((1R,2R)-2-(hydroxymethyl)cyclopropyl)buta-1,3-diynyl)benzamide

There total 7 articles about N-((S)-3-amino-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl)-4-(((1R,2R)-2-(hydroxymethyl)cyclopropyl)buta-1,3-diynyl)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:

(S)-methyl-3-amino-2-(4-(((1R,2R)-2-(hydroxymethyl)cyclopropyl)buta-1,3-diynyl)benzamido)-3-methylbutanoate hydrochloride + acetic acid (64-19-7,77671-22-8) → N-((S)-3-amino-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl)-4-(((1R,2R)-2-(hydroxymethyl)cyclopropyl)buta-1,3-diynyl)benzamide (1427677-01-7)

Guidance literature:

(S)-methyl-3-amino-2-(4-(((1R,2R)-2-(hydroxymethyl)cyclopropyl)buta-1,3-diynyl)benzamido)-3-methylbutanoate hydrochloride; With hydroxylamine hydrochloride; In tetrahydrofuran; water; isopropyl alcohol; at 0 - 5 ℃; Cooling with ice;

acetic acid; at 0 ℃;

Reference yield:

(S)-methyl 2-(4-(((1 R,2R)-2-(acetoxymethyl)cyclopropyl)buta-1,3-diynyl)benzamido)-3-(tert-butoxycarbonylamino)-3-methylbutanoate (1410809-82-3) → N-((S)-3-amino-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl)-4-(((1R,2R)-2-(hydroxymethyl)cyclopropyl)buta-1,3-diynyl)benzamide (1427677-01-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride / methanol

2.1: hydroxylamine hydrochloride / tetrahydrofuran; water; isopropyl alcohol / 0 - 5 °C / Cooling with ice

2.2: 0 °C

With hydrogenchloride; hydroxylamine hydrochloride; In tetrahydrofuran; methanol; water; isopropyl alcohol;

Reference yield:

((1R,2R)-2-(2,2-dibromovinyl)cyclopropyl)methyl acetate (1410809-79-8) → N-((S)-3-amino-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl)-4-(((1R,2R)-2-(hydroxymethyl)cyclopropyl)buta-1,3-diynyl)benzamide (1427677-01-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: bis(dibenzylideneacetone)-palladium⁽⁰⁾; Tri(p-tolyl)phosphine; triethylamine / N,N-dimethyl-formamide / 5 h / 20 °C / Inert atmosphere

2.1: sodium hydroxide / tetrahydrofuran; water / 8 h / 20 °C

3.1: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 5 h / 20 °C

4.1: hydrogenchloride / methanol

5.1: hydroxylamine hydrochloride / tetrahydrofuran; water; isopropyl alcohol / 0 - 5 °C / Cooling with ice

5.2: 0 °C

With hydrogenchloride; hydroxylamine hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; Tri(p-tolyl)phosphine; sodium hydroxide; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; isopropyl alcohol;

upstream raw materials:

acetic acid

((1R,2R)-2-formylcyclopropyl)methyl acetate

((1R,2R)-2-(2,2-dibromovinyl)cyclopropyl)methyl acetate

methyl 4-(((1 R,2R)-2-(acetoxymethyl)cyclopropyl)buta-1,3-diynyl)benzoate

Downstream raw materials:

N-((S)-3-amino-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl)-4-(((1R,2R)-2-(hydroxymethyl)cyclopropyl)buta-1,3-diynyl)benzamide