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:

97% ^*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:

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

tosyl-glycyl-glycine methyl ester

methyl [({[(benzyloxy)carbonyl]amino}acetyl)amino]acetate

[(2-cyanoethyl)amino]acetic acid methyl ester

Refernces

Homogeneous catalytic aminocarbonylation of 1-iodo-1-dodecene. The facile synthesis of odd-number carboxamides via palladium-catalysed aminocarbonylation

10.1016/j.tet.2008.08.022

This research investigates the synthesis of odd-number carboxamides through palladium-catalysed aminocarbonylation of (E)- and (Z)-1-iodo-1-dodecene. The study aims to extend the scope of aminocarbonylation to open-chain iodoalkenes, which are easily accessible from even-number aldehydes, to produce odd-number linear carboxamides that are less common in nature. Key chemicals used include various amine nucleophiles such as tert-butylamine, piperidine, morpholine, and glycine methyl ester, along with the iodoalkene substrate synthesised from 1-dodecanal via a hydrazone intermediate. The reactions were performed under atmospheric and high-pressure carbon monoxide conditions using palladium(II) acetate and triphenylphosphine as catalysts. The study concludes that the chemoselectivity of the reaction towards forming conjugated unsaturated carboxamides or alkyne-type amides depends on factors like the type of amine used and carbon monoxide pressure. The findings provide an efficient method for functionalising open-chain iodoalkenes and offer a straightforward route to synthesise higher carboxamides from readily available aldehydes, contributing to the field of synthetic chemistry and potentially aiding in the development of new pharmaceuticals and materials.

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