2-Acetamidopentanoic acid

Base Information

• Chemical Name: 2-Acetamidopentanoic acid
• CAS No.: 7682-15-7
• Molecular Formula: C₇H₁₃NO₃
• Molecular Weight: 159.185
• Hs Code.: 2924199090
• NSC Number: 203439
• DSSTox Substance ID: DTXSID30308405
• Nikkaji Number: J520.102K
• Mol file: 7682-15-7.mol

Synonyms:2-acetamidopentanoic acid;7682-15-7;N-ACETYL-DL-NORVALINE;AC-DL-NVA-OH;N-alpha-acetyl-DL-norvaline;acetyl-dl-norvaline;N-Acetylnorvaline #;2-acetamido-pentanoic acid;N-Acetyl-2-aminovaleric acid;SCHEMBL468725;DTXSID30308405;BSYFPUSAWVWWDG-UHFFFAOYSA-N;CHEBI:138528;NSC203439;AKOS009157746;NSC-203439;AS-58933;CS-0250663;FT-0636562;FT-0697762;EN300-51801;F87475;AB01005436-01;Z444320916

Chemical Property of 2-Acetamidopentanoic acid

Chemical Property:

• Vapor Pressure: 1.5E-06mmHg at 25°C
• Melting Point: 111.0-112.5 °C
• Boiling Point: 371.8ºC at 760 mmHg
• PKA: 3.69±0.10(Predicted)
• Flash Point: 178.7ºC
• PSA: 66.40000
• Density: 1.097g/cm3
• LogP: 0.76670
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 159.08954328
• Heavy Atom Count: 11
• Complexity: 156

Purity/Quality:

99% ^*data from raw suppliers

N-Acetyl-DL-norvaline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(C(=O)O)NC(=O)C

Technology Process of 2-Acetamidopentanoic acid

There total 14 articles about 2-Acetamidopentanoic 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: 81.7%

2-aminopentanoic acid (760-78-1,498-18-0) → N-acetylnorvaline (7682-15-7,15891-50-6,57357-56-9)

Guidance literature:

DOI:10.1246/bcsj.60.947

Reference yield: 77.0%

acetamide (60-35-5) + homoalylic alcohol (627-27-0) + carbon monoxide (201230-82-2) → N-acetylnorvaline (7682-15-7,15891-50-6,57357-56-9)

Guidance literature:

With hydrogen; dicobalt octacarbonyl; bis(triphenylphosphine)palladium(II) dichloride; In 1,4-dioxane; at 100 ℃; for 18h; under 100 Torr;

DOI:10.1016/0022-328X(85)87018-2

Reference yield: 77.0%

acetamide (60-35-5) + (E)-but-2-enol (504-61-0,542-72-3) + carbon monoxide (201230-82-2) → N-acetylnorvaline (7682-15-7,15891-50-6,57357-56-9)

Guidance literature:

With hydrogen; bis-triphenylphosphine-palladium(II) chloride; dicobalt octacarbonyl; In 1,4-dioxane; at 110 ℃; for 18h; under 60800 - 83600.1 Torr; further co-catalysts;

DOI:10.1016/S0040-4039(00)87377-3

upstream raw materials:

acetylamino-propyl-malonic acid diethyl ester

1-methyl-4-nitrosobenzene

2-aminopentanoic acid

acetic anhydride

Downstream raw materials:

L-Norvaline

N-acetyl-D-norvaline

(3R,4R)-3-benzamido-2,5-dioxo-4-phenyl-3-propylpyrrolidin-1-yl acetate

(R)-4-((S)-1-(furan-2-yl)-3-oxobutyl)-2-phenyl-4-propyloxazol-5(4H)-one

Refernces

• 1、 Weber, Manuel,Frey, Wolfgang,Peters, Rene. "Catalytic asymmetric synthesis of functionalized α,α- disubstituted α-amino acid derivatives from racemic unprotected α-amino acids via in-situ generated azlactones". supporting information; experimental part. p. 1443 - 1449. Retrieved 2012/07/13.
• 2、 Lin, J.J.,Knifton, John F.. "Syngas reactions XIV. Amidocarbonylation as a route to α-amidocarboxylic acids". . p. 99 - 110. Retrieved 2007/10/02.