IMp. K (EP)

Base Information

• Chemical Name: IMp. K (EP)
• CAS No.: 40610-41-1
• Molecular Formula: C13H17NO3
• Molecular Weight: 235.283
• Mol file: 40610-41-1.mol

Synonyms:UNII-G88PE39NQO;

Chemical Property of IMp. K (EP)

Chemical Property:

• Boiling Point: 441.5±38.0 °C(Predicted)
• PKA: 3.28±0.10(Predicted)
• PSA: 69.89000
• Density: 1.141±0.06 g/cm3(Predicted)
• LogP: 2.81490

Purity/Quality:

99%, ^*data from raw suppliers

(R)-2-Phenyl-2-pivalamidoaceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (R)-2-Phenyl-2-pivalamidoacetic Acid (Ampicillin EP Impurity K) is an impurity of?Ampicillin (A634300), a?β-lactam?antibiotic used for treating bacterial infection.?Ampicillin interferes with cell wall synthesis in bacteria.

Technology Process of IMp. K (EP)

There total 4 articles about IMp. K (EP) 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: 34.0%

(R)-phenylglycine (875-74-1) + pivaloyl chloride (3282-30-2) → (2R)-[(2,2-dimethylpropanoyl)amino](phenyl)acetic acid (40610-41-1)

Guidance literature:

(R)-phenylglycine; pivaloyl chloride; With sodium hydroxide; In water; at 20 ℃;

With hydrogenchloride; In water; pH=1;

DOI:10.1016/j.tetasy.2012.11.020

Reference yield:

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + 2-phenyl-2-pivalamidoacetic acid (60050-53-5) → (2S)-[(2,2-dimethylpropanoyl)amino](phenyl)acetic acid (915280-39-6) + (2R)-[(2,2-dimethylpropanoyl)amino](phenyl)acetic acid (40610-41-1) + (R,E)-2-(2-(3-methoxy-3-oxoprop-1-en-1-yl)phenyl)-2-pivalamidoacetic acid + (S,E)-2-(2-(3-methoxy-3-oxoprop-1-en-1-yl)phenyl)-2-pivalamidoacetic acid

Guidance literature:

With oxygen; palladium diacetate; potassium hydrogencarbonate; (2S,3R)-3-(benzoyloxy)-2-((tert-butoxycarbonyl)amino)butanoic acid; In tert-Amyl alcohol; at 40 ℃; under 760.051 Torr; enantioselective reaction; Schlenk technique;

DOI:10.1002/anie.201510808

Reference yield:

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + 2-phenyl-2-pivalamidoacetic acid (60050-53-5) → (2S)-[(2,2-dimethylpropanoyl)amino](phenyl)acetic acid (915280-39-6) + (2R)-[(2,2-dimethylpropanoyl)amino](phenyl)acetic acid (40610-41-1) + (S,E)-2-pivalamido-2-(2-styrylphenyl)acetic acid + (R,E)-2-pivalamido-2-(2-styrylphenyl)acetic acid

Guidance literature:

With oxygen; palladium diacetate; potassium hydrogencarbonate; (2S,3R)-3-(benzoyloxy)-2-((tert-butoxycarbonyl)amino)butanoic acid; In tert-Amyl alcohol; at 40 ℃; under 760.051 Torr; enantioselective reaction; Schlenk technique;

DOI:10.1002/anie.201510808

upstream raw materials:

(R)-phenylglycine

pivaloyl chloride

phenylglycin

acrylic acid methyl ester

Downstream raw materials:

C₁₃H₁₆NO₃^(1-)*C₁₆H₃₆N⁽¹⁺⁾