2-Acetamido-3-methoxypropanoic acid

Base Information

• Chemical Name: 2-Acetamido-3-methoxypropanoic acid
• CAS No.: 98632-99-6
• Molecular Formula: C6H11NO4
• Molecular Weight: 161.158
• Hs Code.: 2924199090
• DSSTox Substance ID: DTXSID70596465
• Mol file: 98632-99-6.mol

Synonyms:98632-99-6;2-ACETAMIDO-3-METHOXYPROPANOIC ACID;N-Acetyl-O-methylserine;N-Acetyl-5-methoxy serine;(R)-2-(Acetylamino)-3-methoxypropionic acid;(S)-2-Acetylamino-3-methoxy-propionic acid;SCHEMBL993144;N-acetyl-O-methyl-D,L-serine;N-ACETYL-5-METHOXYSERINE;DTXSID70596465;SDNGNSKFWTZCJG-UHFFFAOYSA-N;YDA63299;AKOS014777046;AB88391;AB89047;2-ACETAMIDO-3-METHOXYPROPANOICACID;AC-12647;AS-58020;(S)-2-Acetylamino-3-methoxypropionic acid;CS-0233001;W18557;EN300-1299835

Chemical Property of 2-Acetamido-3-methoxypropanoic acid

Chemical Property:

• Vapor Pressure: 2.76E-07mmHg at 25°C
• Refractive Index: 1.457
• Boiling Point: 393.4 °C at 760 mmHg
• Flash Point: 191.7 °C
• PSA: 79.12000
• Density: 1.194 g/cm³
• LogP: 0.06240
• XLogP3: -1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 161.06880783
• Heavy Atom Count: 11
• Complexity: 157

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC(COC)C(=O)O

Technology Process of 2-Acetamido-3-methoxypropanoic acid

There total 2 articles about 2-Acetamido-3-methoxypropanoic 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: 90.0%

3-methoxy-2-aminopropionic acid (19794-53-7) + acetic anhydride (108-24-7) → O-Methyl-N-acetyl-DL-serine (98632-99-6)

Guidance literature:

In tetrahydrofuran; water; at 20 ℃; for 16h;

Reference yield: 40.0%

methyl (2R)‐2‐acetamido‐3‐methoxypropanoate → O-Methyl-N-acetyl-DL-serine (98632-99-6)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; at 0 ℃; for 4h;

DOI:10.1021/jm901563p

Reference yield: 65.0%

O-Methyl-N-acetyl-DL-serine (98632-99-6) + benzylamine (100-46-9) → 2-acetamido-N-benzyl-3-methoxypropionamide (175481-26-2,175481-36-4,175481-37-5)

Guidance literature:

With boric acid; In toluene; for 16h; Product distribution / selectivity; Reflux;

upstream raw materials:

3-methoxy-2-aminopropionic acid

acetic anhydride

Downstream raw materials:

DL-3-methoxy-alanine

(R)-2-N-acetamido-3-methoxypropionic acid

3-methoxy-2-aminopropionic acid

2-acetamido-N-benzyl-3-methoxypropionamide

Refernces

• 1、 -. "Process for the preparation of Lacosamide including resolution of O-methyl-DL-serine". Page/Page column 13. . Retrieved 2012/08/28.
• 2、 Salomé, Christophe,Salomé-Grosjean, Elise,Park, Ki Duk,Morieux, Pierre,Swendiman, Robert,DeMarco, Erica,Stables, James P.,Kohn, Harold. "Synthesis and anticonvulsant activities of (R)-N-(4′-substituted) benzyl 2-acetamido-3-methoxypropionamides". supporting information; experimental part. p. 1288 - 1305. Retrieved 2010/07/10.