(R)-2-amino-3-methoxypropanoic acid

Base Information

• Chemical Name: (R)-2-amino-3-methoxypropanoic acid
• CAS No.: 86118-11-8
• Molecular Formula: C4H9 N O3
• Molecular Weight: 119.12
• Hs Code.: 2922509090
• European Community (EC) Number: 617-799-2
• DSSTox Substance ID: DTXSID20275854
• Nikkaji Number: J253.921G
• ChEMBL ID: CHEMBL549290
• Mol file: 86118-11-8.mol

Synonyms:O-methylserine;O-methylserine, (D)-isomer;O-methylserine, (DL)-isomer;O-methylserine, (L)-isomer

Chemical Property of (R)-2-amino-3-methoxypropanoic acid

Chemical Property:

• Vapor Pressure: 0.00363mmHg at 25°C
• Boiling Point: 260.6oC at 760 mmHg
• PKA: 2.10±0.10(Predicted)
• Flash Point: 111.4oC
• PSA: 72.55000
• Density: 1.195g/cm3
• LogP: -0.25500
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• 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

(R)-2-Amino-3-methoxypropanoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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 (R)-2-amino-3-methoxypropanoic acid

There total 23 articles about (R)-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: 90.2%

O-methyl-D-serine benzyl ester (104160-38-5,791782-11-1) → D-o-methylserine (86118-11-8)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; for 0.75h; under 2585.81 Torr;

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;

upstream raw materials:

O-Methyl-N-acetyl-DL-serine

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

sodium methylate

neomastoidin A

Downstream raw materials:

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

lacosamide

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

N-benzoyl-DL-O-methylserine

Refernces

• 1、 Wang, Zhi-Yuan,Lv, Peng-Mei,Yuan, Zhen-Hong,Luo, Wen,Liu, Shu-Na. "An efficient chemoenzymatic method to prepare optically active O-methyl-D-serine". . p. 6991 - 6994. Retrieved 2015/03/14.
• 2、 -. "PROCESS FOR PREPARING LACOSAMIDE". Page/Page column 24. . Retrieved 2012/06/01.