METHYL N-ACETYLGLYCINATE

Base Information

• Chemical Name: METHYL N-ACETYLGLYCINATE
• CAS No.: 1117-77-7
• Molecular Formula: C5H9NO3
• Molecular Weight: 131.131
• Hs Code.: 2924199090
• European Community (EC) Number: 634-588-0
• DSSTox Substance ID: DTXSID50333754
• Nikkaji Number: J47.190I
• Wikidata: Q63399227
• ChEMBL ID: CHEMBL3278878
• Mol file: 1117-77-7.mol

Synonyms:methyl N-acetylglycinate;methyl acetamidoacetate;Methyl acetylglycinate;methyl aceturate;Glycine,N-acetyl-,methyl ester;N-acetylglycine methyl ester;AcNH-Gly-OMe;N-Ac-Gly-OMe;

Chemical Property of METHYL N-ACETYLGLYCINATE

Chemical Property:

• Melting Point: 58 °C
• Boiling Point: 245.8±13.0 °C(Predicted)
• PKA: 14.63±0.46(Predicted)
• PSA: 55.40000
• Density: 1.088±0.06 g/cm3(Predicted)
• LogP: -0.31360
• Storage Temp.: Refrigerator
• Solubility.: Dichloromethane, DMSO
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 131.058243149
• Heavy Atom Count: 9
• Complexity: 121

Purity/Quality:

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

Methyl N-acetylglycinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)NCC(=O)OC
• Uses: Methyl N-Acetylglycinate (cas# 1117-77-7) is a compound useful in organic synthesis.

Technology Process of METHYL N-ACETYLGLYCINATE

There total 20 articles about METHYL N-ACETYLGLYCINATE 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: 96.0%

glycine ethyl ester hydrochloride (5680-79-5,883886-67-7) + acetyl chloride (75-36-5) → methyl N-acetylglycinate (1117-77-7)

Guidance literature:

With triethylamine; In chloroform; for 0.5h; Ambient temperature;

DOI:10.1016/S0040-4020(97)00479-1

Reference yield: 95.0%

FrocNH-Gly-OMe + acetic anhydride (108-24-7) → methyl N-acetylglycinate (1117-77-7)

Guidance literature:

With triethylamine; sonification;

DOI:10.1021/ol060006e

Reference yield: 92.0%

methyl 1-imidazolecarboxylate (61985-23-7) + N-acetylglycine (543-24-8) → methyl N-acetylglycinate (1117-77-7)

Guidance literature:

In acetonitrile; at 80 ℃; for 24h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/ol1018882

upstream raw materials:

methanol

N-(2-Imidazol-1-yl-2-oxo-ethyl)-acetamide

acetyl p-toluenesulfonate

glycine ethyl ester hydrochloride

Downstream raw materials:

2-fluoropyridine

C₅H₁₀NO₃⁽¹⁺⁾

PYRIMIDINE

N-acetyl-glycine-N'-methylamide

Refernces

• 1、 Chen, Min,Zhang, Lizhi,Lu, Aimin,Wang, Xiaobin,Si, Weijie,Yan, Jinghua,Yang, Chunlong. "Novel carboxylated pyrroline-2-one derivatives bearing a phenylhydrazine moiety: Design, synthesis, antifungal evaluation and 3D-QSAR analysis". . . Retrieved 2020.
• 2、 Prein, Michael,Padwa, Albert. "Ligand-dependent site selectivity in the Rh(II)-catalyzed decomposition of a glycine-derived diazo acetoacetamide". . p. 6981 - 6984. Retrieved 1996.
• 3、 Croft,Foley. "Proline-rich proteins - Deriving a basis for residue-based selectivity in polyphenolic binding". . p. 1594 - 1600. Retrieved 2008.
• 4、 Park, Sang-Don,Oh, Jung-Hee,Lim, Dongyeol. "A new type of amide formation from thiocarboxylic acid and alkyl azide". . p. 6309 - 6311. Retrieved 2002.
• 5、 Pourvali, Aysa,Cochrane, James R.,Hutton, Craig A.. "A new method for peptide synthesis in the N→C direction: Amide assembly through silver-promoted reaction of thioamides". supporting information. p. 15963 - 15966. Retrieved 2015/01/09.