(S)-methyl 2-(4-(((1 R,2R)-2-(acetoxymethyl)cyclopropyl)buta-1,3-diynyl)benzamido)-3-(tert-butoxycarbonylamino)-3-methylbutanoate

Base Information

• Chemical Name: (S)-methyl 2-(4-(((1 R,2R)-2-(acetoxymethyl)cyclopropyl)buta-1,3-diynyl)benzamido)-3-(tert-butoxycarbonylamino)-3-methylbutanoate
• CAS No.: 1410809-82-3
• Molecular Formula: C₂₈H₃₄N₂O₇
• Molecular Weight: 510.587
• Mol file: 1410809-82-3.mol

Synonyms:(S)-methyl 2-(4-(((1 R,2R)-2-(acetoxymethyl)cyclopropyl)buta-1,3-diynyl)benzamido)-3-(tert-butoxycarbonylamino)-3-methylbutanoate

Chemical Property of (S)-methyl 2-(4-(((1 R,2R)-2-(acetoxymethyl)cyclopropyl)buta-1,3-diynyl)benzamido)-3-(tert-butoxycarbonylamino)-3-methylbutanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-methyl 2-(4-(((1 R,2R)-2-(acetoxymethyl)cyclopropyl)buta-1,3-diynyl)benzamido)-3-(tert-butoxycarbonylamino)-3-methylbutanoate

There total 10 articles about (S)-methyl 2-(4-(((1 R,2R)-2-(acetoxymethyl)cyclopropyl)buta-1,3-diynyl)benzamido)-3-(tert-butoxycarbonylamino)-3-methylbutanoate 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)-2-amino-3-(tert-butoxycarbonylamino)-3-methylbutanoic acid methyl ester (1093192-07-4) + 4-4-[(1R,2R)-2-(hydroxymethyl)cyclopropyl]buta-1,3-diyn-1-ylbenzoic acid → (S)-methyl 2-(4-(((1 R,2R)-2-(acetoxymethyl)cyclopropyl)buta-1,3-diynyl)benzamido)-3-(tert-butoxycarbonylamino)-3-methylbutanoate (1410809-82-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 5h;

Reference yield:

(S)-2-amino-3-(tert-butoxycarbonylamino)-3-methylbutanoic acid methyl ester (1093192-07-4) + 4-(((1R,2R)-2-(hydroxymethyl)cyclopropyl)buta-1,3-diynyl)benzoic acid (1410809-81-2) → (S)-methyl 2-(4-(((1 R,2R)-2-(acetoxymethyl)cyclopropyl)buta-1,3-diynyl)benzamido)-3-(tert-butoxycarbonylamino)-3-methylbutanoate (1410809-82-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 5h;

Reference yield:

((1R,2R)-2-(2,2-dibromovinyl)cyclopropyl)methyl acetate (1410809-79-8) → (S)-methyl 2-(4-(((1 R,2R)-2-(acetoxymethyl)cyclopropyl)buta-1,3-diynyl)benzamido)-3-(tert-butoxycarbonylamino)-3-methylbutanoate (1410809-82-3)

Guidance literature:

Multi-step reaction with 3 steps

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

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

2.2: pH 4 / Acidic aqueous solution

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

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

upstream raw materials:

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

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

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

4-(((1R,2R)-2-(hydroxymethyl)cyclopropyl)buta-1,3-diynyl)benzoic acid

Downstream raw materials:

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

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

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

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