(±)-2-pivalamidopentanoic acid

Base Information

• Chemical Name: (±)-2-pivalamidopentanoic acid
• CAS No.: 1380547-40-9
• Molecular Formula: C₁₀H₁₉NO₃
• Molecular Weight: 201.266
• Mol file: 1380547-40-9.mol

Synonyms:

Chemical Property of (±)-2-pivalamidopentanoic acid

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (±)-2-pivalamidopentanoic acid

There total 1 articles about (±)-2-pivalamidopentanoic acid 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:

2-aminopentanoic acid (760-78-1,498-18-0) + 2,2-dimethylpropanoic anhydride (1538-75-6) + (E)-benzalacetone (1896-62-4) → (±)-2-(tert-butyl)-4-propyloxazol-5(4H)-one (1380547-41-0) + (±)-2-pivalamidopentanoic acid (1380547-40-9) + C20H27NO3 (1380547-45-4) + C20H27NO3 (1380547-44-3)

Guidance literature:

With FBIP-OTf; sodium acetate; Trimethylacetic acid; In tetrahydrofuran; toluene; at 70 ℃; stereoselective reaction; Inert atmosphere;

DOI:10.1002/adsc.201200085

Reference yield:

(±)-2-pivalamidopentanoic acid (1380547-40-9) → benzyl 4-(2-(tert-butyl)-5-oxo-4-propyl-4,5-dihydrooxazol-4-yl)hept-2-enoate + benzyl (R,E)-4-((S)-2-(tert-butyl)-5-oxo-4-propyl-4,5-dihydrooxazol-4-yl)hept-2-enoate

Guidance literature:

Multi-step reaction with 2 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 °C / Inert atmosphere

2: 2-chloro-6-methylphenol; (R)-Ph-BINEPINE / di-isopropyl ether / 24 h / 0 °C / Inert atmosphere

With (R)-Ph-BINEPINE; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 2-chloro-6-methylphenol; In dichloromethane; di-isopropyl ether;

DOI:10.1021/jacs.5b05528

Reference yield:

(±)-2-pivalamidopentanoic acid (1380547-40-9) → benzyl (S,E)-4-((R)-2-(tert-butyl)-5-oxo-4-propyl-4,5-dihydrooxazol-4-yl)hept-2-enoate + C24H33NO4

Guidance literature:

Multi-step reaction with 2 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 °C / Inert atmosphere

2: (S)-4-phenyl-4,5-dihydro-3H-dinaphtho<2,1-c;1',2'-e>phosphepine; 2-chloro-6-methylphenol / di-isopropyl ether / 24 h / 0 °C / Inert atmosphere

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; (S)-4-phenyl-4,5-dihydro-3H-dinaphtho<2,1-c;1',2'-e>phosphepine; 2-chloro-6-methylphenol; In dichloromethane; di-isopropyl ether;

DOI:10.1021/jacs.5b05528

upstream raw materials:

2-aminopentanoic acid

2,2-dimethylpropanoic anhydride

(E)-benzalacetone

Refernces