Methyl glycinate

Base Information

• Chemical Name: Methyl glycinate
• CAS No.: 616-34-2
• Molecular Formula: C3H7 N O2
• Molecular Weight: 89.0941
• European Community (EC) Number: 210-477-9
• UNII: AHX73584R6
• DSSTox Substance ID: DTXSID30210599
• Nikkaji Number: J492H
• Wikidata: Q27159568
• ChEMBL ID: CHEMBL1193103
• Mol file: 616-34-2.mol

Synonyms:glycine methyl ester;glycine methyl ester hydrochloride;glycine methyl ester, conjugate monoacid

Chemical Property of Methyl glycinate

Chemical Property:

• Melting Point: 196-197 °C (decomp)
• Boiling Point: 66.5 °C
• PKA: pK1:7.59(＋1) (25°C)
• PSA: 52.32000
• Density: 1.045±0.06 g/cm3(Predicted)
• LogP: -0.18160
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 89.047678466
• Heavy Atom Count: 6
• Complexity: 52.8

Purity/Quality:

98%,99%, ^*data from raw suppliers

GLYCINE METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CN

Technology Process of Methyl glycinate

There total 32 articles about Methyl glycinate 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: 100.0%

methanol (67-56-1) + glycine (56-40-6,18875-39-3,25718-94-9) → methoxycarbonylmethylamine (616-34-2)

Guidance literature:

With chloro-trimethyl-silane; at 0 - 4 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.bmcl.2009.01.040

Reference yield: 100.0%

N-(tert-butoxycarbonyl)glycine methyl ester (31954-27-5) → methoxycarbonylmethylamine (616-34-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/asia.201700339

Reference yield: 98.0%

Methyl azidoacetate (1816-92-8) → methoxycarbonylmethylamine (616-34-2)

Guidance literature:

With hydrogen; for 0.583333h;

DOI:10.1039/c0ob00962h

upstream raw materials:

glycine ethyl ester hydrochloride

chloroacetic acid

methyl 2-iodoacetate

N-(2-methyl-3-oxoprop-1-enyl)glycine methyl ester

Downstream raw materials:

(4-benzyliden-5-oxo-2-thioxo-imidazolidin-1-yl)-acetic acid methyl ester

(+/-)-N-(5c-phenyl-2-thioxo-thiazolidine-4r-carbonyl)-glycine-methyl ester

(2RS,3RS)-3-hydroxy-2-(4-nitro-benzylidenamino)-3-(4-nitro-phenyl)-propionic acid methyl ester

tosyl-glycyl-glycine methyl ester

Refernces

• 1、 Valiullina,Gimalova,Spirikhin,Miftakhov. "Unusual course of “enolate-imine” condensation in approach to β-lactams". . p. 787 - 789. Retrieved 2017.
• 2、 Císa?ová, Ivana,Jahn, Ullrich,K?nig, Burkhard,Moser, Johannes,Venugopal, Navyasree,Vojtí?ková, Margaréta. "Single Electron Transfer-Induced Selective α-Oxygenation of Glycine Derivatives". supporting information. . Retrieved 2021/11/03.
• 3、 Shi, Mingxing,Wang, Libo,Zhang, Long,Wang, Kexin,Zhang, Hualin,Wang, Yajing,Li, Chang,Han, Weina. "Synthesis and evaluation of antitumor activities of 4-selenopyrimidine derivatives". . p. 96 - 116. Retrieved 2020/10/22.