(S)-2-Amino-3-methoxypropanoic acid

Base Information

• Chemical Name: (S)-2-Amino-3-methoxypropanoic acid
• CAS No.: 32620-11-4
• Molecular Formula: C₄H₉NO₃
• Molecular Weight: 119.12
• Hs Code.: 29225000
• European Community (EC) Number: 859-976-9
• UNII: R5MJK98YKK
• DSSTox Substance ID: DTXSID60941607
• Nikkaji Number: J253.922E
• Wikidata: Q27144909
• Metabolomics Workbench ID: 87127
• ChEMBL ID: CHEMBL4085261
• Mol file: 32620-11-4.mol

Synonyms:Alanine,3-methoxy-, L- (8CI);L-O-Methylserine;O-Methyl-L-serine;

Chemical Property of (S)-2-Amino-3-methoxypropanoic acid

Chemical Property:

• Appearance/Colour: almost white to cream crystalline powder
• Vapor Pressure: 0.00363mmHg at 25°C
• Melting Point: 210-215 °C
• Refractive Index: 1.462
• Boiling Point: 260.555 °C at 760 mmHg
• PKA: 2.10±0.10(Predicted)
• Flash Point: 111.38 °C
• PSA: 72.55000
• Density: 1.196 g/cm³
• LogP: -0.25500
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Water Solubility.: soluble
• XLogP3: -3.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 119.058243149
• Heavy Atom Count: 8
• Complexity: 83.4

Purity/Quality:

98% ^*data from raw suppliers

(S)-2-Amino-3-methoxypropanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCC(C(=O)O)N
• Isomeric SMILES: COC[C@@H](C(=O)O)N

Technology Process of (S)-2-Amino-3-methoxypropanoic acid

There total 11 articles about (S)-2-Amino-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: 99.9%

α-amino-β-methoxy-propionamide (98026-05-2) → DL-3-methoxy-alanine (4219-94-7,19794-53-7,32620-11-4,86118-11-8)

Guidance literature:

With α-amino-ε-caprolactam racemase; peptidase B; at 38 ℃; for 18h; Enzymatic reaction;

DOI:10.1016/j.tetasy.2012.11.006

Reference yield: 50.0%

O-Methyl-N-acetyl-DL-serine (98632-99-6) → DL-3-methoxy-alanine (4219-94-7,19794-53-7,32620-11-4,86118-11-8) + (R)-2-N-acetamido-3-methoxypropionic acid (196601-67-9)

Guidance literature:

With sodium hydroxide; acylase I from porcine kidney; In water; at 25 ℃; pH=7.5 - 8; Product distribution / selectivity; Enzymatic reaction; Resolution of racemate;

Reference yield:

neomastoidin A (1190855-79-8) → (S)-2,3-dihydroxypropyl (9Z,12Z)-9,12-octadecadienoate + DL-3-methoxy-alanine (4219-94-7,19794-53-7,32620-11-4,86118-11-8) + linoleic acid (60-33-3,116745-32-5,26085-09-6,64080-88-2,7049-66-3,949900-18-9,60476-23-5,6144-28-1,67922-65-0,89718-18-3)

Guidance literature:

With ethanol; potassium hydroxide; at 25 ℃;

DOI:10.1246/cl.2009.894

upstream raw materials:

O-Methyl-N-acetyl-DL-serine

O-methyl-N,N-phthaloyl-L-serine

sodium methylate

neomastoidin A

Downstream raw materials:

L-serin

N-Chloroacetyl-dl-O-methylserine

N-tert-butoxycarbonyl-(S)-O-methyl-serin

N-benzoyl-DL-O-methylserine

Refernces

• 1、 -. "PROCESS FOR PREPARING LACOSAMIDE". Page/Page column 24. . Retrieved 2012/06/01.
• 2、 Montaser, Rana,Paul, Valerie J.,Luesch, Hendrik. "Marine Cyanobacterial Fatty Acid Amides Acting on Cannabinoid Receptors". . p. 2676 - 2681. Retrieved 2013/02/26.