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

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-diyn-1-yl)benzamide trifluoroacetate
• CAS No.: 1410809-37-8
• Molecular Formula: C₂HF₃O₂*C₂₀H₂₃N₃O₄
• Molecular Weight: 483.444
• Mol file: 1410809-37-8.mol

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

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

Chemical Property:

Purity/Quality:

≥95% ^*data from raw suppliers

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-diyn-1-yl)benzamide trifluoroacetate

There total 10 articles about N-((S)-3-amino-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl)-4-(((1R,2R)-2-(hydroxymethyl)cyclopropyl)buta-1,3-diyn-1-yl)benzamide trifluoroacetate 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: 43.0%

(S)-methyl 3-amino-2-(4-(((1 R,2R)-2-(hydroxymethyl)cyclopropyl)buta-1,3-diynyl)benzamido)-3-methylbutanoate hydrochloride (1410809-83-4) + trifluoroacetic acid (76-05-1) → N-((S)-3-amino-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl)-4-(((1R,2R)-2-(hydroxymethyl)cyclopropyl)buta-1,3-diyn-1-yl)benzamide trifluoroacetate (1410809-37-8)

Guidance literature:

(S)-methyl 3-amino-2-(4-(((1 R,2R)-2-(hydroxymethyl)cyclopropyl)buta-1,3-diynyl)benzamido)-3-methylbutanoate hydrochloride; With hydroxylamine; In water; isopropyl alcohol;

trifluoroacetic acid;

Reference yield: 43.0%

(S)-methyl 2-(4-(((1 R,2R)-2-(acetoxymethyl)cyclopropyl)buta-1,3-diynyl)benzamido)-3-(tert-butoxycarbonylamino)-3-methylbutanoate (1410809-82-3) + trifluoroacetic acid (76-05-1) → N-((S)-3-amino-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl)-4-(((1R,2R)-2-(hydroxymethyl)cyclopropyl)buta-1,3-diyn-1-yl)benzamide trifluoroacetate (1410809-37-8)

Guidance literature:

(S)-methyl 2-(4-(((1 R,2R)-2-(acetoxymethyl)cyclopropyl)buta-1,3-diynyl)benzamido)-3-(tert-butoxycarbonylamino)-3-methylbutanoate; With hydroxylamine; In water; isopropyl alcohol;

trifluoroacetic acid; In water; acetonitrile;

DOI:10.1002/cmdc.201900287

Reference yield:

((1R,2R)-2-formylcyclopropyl)methyl acetate (1410809-78-7,397274-64-5) → N-((S)-3-amino-1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl)-4-(((1R,2R)-2-(hydroxymethyl)cyclopropyl)buta-1,3-diyn-1-yl)benzamide trifluoroacetate (1410809-37-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: triphenylphosphine / dichloromethane / 2 h / -78 - 20 °C / Inert atmosphere

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

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

3.2: pH 4 / Acidic aqueous solution

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

5.1: hydrogenchloride / methanol / 0.17 h

6.1: hydroxylamine / isopropyl alcohol; water

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

upstream raw materials:

(S)-methyl 3-amino-2-(4-(((1 R,2R)-2-(hydroxymethyl)cyclopropyl)buta-1,3-diynyl)benzamido)-3-methylbutanoate hydrochloride

trifluoroacetic acid

(S)-2-amino-3-(tert-butoxycarbonylamino)-3-methylbutanoic acid methyl ester

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