2-Acetamido-3-methylbutanoic acid

Base Information

• Chemical Name: 2-Acetamido-3-methylbutanoic acid
• CAS No.: 3067-19-4
• Molecular Formula: C₇H₁₃NO₃
• Molecular Weight: 159.185
• Hs Code.: 2924 19 00
• European Community (EC) Number: 221-321-4
• NSC Number: 122016,19758
• DSSTox Substance ID: DTXSID001031258
• Nikkaji Number: J1.113.413K
• Metabolomics Workbench ID: 41524
• Mol file: 3067-19-4.mol

Synonyms:acetyl-Val;N-acetyl-D,L-valine;N-Acetyl-DL-valine;N-acetylvaline;N-acetylvaline, (D)-isomer;N-acetylvaline, (L)-isomer

Chemical Property of 2-Acetamido-3-methylbutanoic acid

Chemical Property:

• Appearance/Colour: COA
• Vapor Pressure: 3.14E-06mmHg at 25°C
• Melting Point: 148 °C
• Refractive Index: 1.456
• Boiling Point: 362.2 °C at 760 mmHg
• PKA: 3.62±0.10(Predicted)
• Flash Point: 172.8 °C
• PSA: 66.40000
• Density: 1.094 g/cm³
• LogP: 0.62260
• Storage Temp.: Store at 0
• Solubility.: 37g/l (experimental)
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 159.08954328
• Heavy Atom Count: 11
• Complexity: 165

Purity/Quality:

99% ^*data from raw suppliers

Acetyl-DL-valine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(=O)O)NC(=O)C
• Uses: N-Acetyl-DL-Valine is an amino acid.

Technology Process of 2-Acetamido-3-methylbutanoic acid

There total 13 articles about 2-Acetamido-3-methylbutanoic 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: 92.0%

L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) + acetic acid (64-19-7,77671-22-8) → N-acetyl-D,L-valine (96-81-1,3067-19-4,7295-89-8,17916-88-0,67079-28-1,98392-56-4)

Guidance literature:

at 150 ℃; microwave irradiation;

DOI:10.1080/00397910701860372

Reference yield: 67.0%

→ N-acetyl-D,L-valine (96-81-1,3067-19-4,7295-89-8,17916-88-0,67079-28-1,98392-56-4)

Guidance literature:

Reference yield: 67.0%

acetamide (60-35-5) + carbon monoxide (201230-82-2) + isobutyraldehyde (78-84-2) → N-acetyl-D,L-valine (96-81-1,3067-19-4,7295-89-8,17916-88-0,67079-28-1,98392-56-4)

Guidance literature:

With polymer incarcerated Pd(PPh₃)4; sulfuric acid; benzyltriethylammonium bromide; In 1,4-dioxane; at 120 ℃; for 15h; under 45600 Torr;

DOI:10.1016/j.jorganchem.2004.07.017

upstream raw materials:

diethyl 2-N-acetylamino-2-isopropylmalonate

2-acetylamino-3-methyl-crotonic acid

acetic anhydride

D,L-valine

Downstream raw materials:

2-methyl-4-iso-propyl-4H-oxazolin-5-one

N-(3-methyl-1-(4-nitrophenyl)-1-oxobutan-2-yl)acetamide

Ac-(R,S)-Val-(R,S)-PhSer-OH

racemic Ac-Val-ΔPhe-OMe

Refernces

• 1、 Hamasaki, Akiyuki,Liu, Xiaohao,Tokunaga, Makoto. "Amidoearbonylation of aldehydes utilizing cobalt oxide-supported gold nanoparticles as a heterogeneous catalyst". supporting information; experimental part. p. 1292 - 1293. Retrieved 2009/12/03.
• 2、 -. "METHOD OF AMIDOCARBONYLATION REACTION". Page/Page column 11. . Retrieved 2008/06/13.