Methyl 2-acetamidobutanoate

Base Information

• Chemical Name: Methyl 2-acetamidobutanoate
• CAS No.: 3619-01-0
• Molecular Formula: C₇H₁₃NO₃
• Molecular Weight: 159.185
• DSSTox Substance ID: DTXSID60875695
• Nikkaji Number: J1.983.065I
• Mol file: 3619-01-0.mol

Synonyms:Methyl 2-acetamidobutanoate;57110-14-2;Methyl2-acetamidobutanoate;SCHEMBL4661948;DTXSID60875695;AKOS016545358;2-(Acetylamino)butyric acid methyl ester;EN300-359729;BUTANOIC ACID,2-ACETYLAMINO,METHYL ESTER

Chemical Property of Methyl 2-acetamidobutanoate

Chemical Property:

• Boiling Point: 267℃
• Flash Point: 115℃
• PSA: 55.40000
• Density: 1.034
• LogP: 0.46500
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 1
• 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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C(=O)OC)NC(=O)C

Technology Process of Methyl 2-acetamidobutanoate

There total 5 articles about Methyl 2-acetamidobutanoate 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: 97.0%

methyl α-N-(acetylamino)acrylate (57294-56-1) → N-acetyl L-α-amino-butyric acid methyl ester (3619-01-0) + methyl (R)-2-(N-acetylamino)butanoate

Guidance literature:

With hydrogen; 1.16C₄₂H₂₆O₁₀^(4-)*4OZr⁽²⁺⁾*4H₂O*2Zr⁽⁴⁺⁾*4HO^(1-)*0.84C₄₄H₃₀NO₁₀P^(4-)*0.72C₈H₁₂ClIr; In dichloromethane; at 25 ℃; for 20h; under 3750.38 Torr; Reagent/catalyst; Overall yield = 97 percent; enantioselective reaction;

DOI:10.1021/jacs.0c00637

Reference yield:

(Z)-methyl 2-acetamido-3-methoxyacrylate (57294-56-1,60027-53-4,60027-59-0) → N-acetyl L-α-amino-butyric acid methyl ester (3619-01-0)

Guidance literature:

With (((1R,2R)-1,3-Me₂-2-(3,5-Me₂-phenylthio)BuO)PPh₂)Rh(COD)SbF₆; hydrogen; In tetrahydrofuran; at 20 ℃; for 18h; under 5928 Torr;

DOI:10.1021/ja012639o

Reference yield:

methyl α-N-(acetylamino)acrylate (57294-56-1) → N-acetyl L-α-amino-butyric acid methyl ester (3619-01-0)

Guidance literature:

With BF₄^(1-)*C₂₇H₄₂O₂P₂Rh⁽¹⁺⁾; hydrogen; In methanol; at 20 ℃; for 6h; under 5171.62 Torr; optical yield given as %ee; enantioselective reaction; Inert atmosphere; Autoclave;

DOI:10.1021/ol1000999

upstream raw materials:

(Z)-methyl 2-acetamido-3-methoxyacrylate

methyl α-N-(acetylamino)acrylate