Methyl 2-[(2-methoxy-2-oxoethyl)methylamino]benzoate

Base Information

• Chemical Name: Methyl 2-[(2-methoxy-2-oxoethyl)methylamino]benzoate
• CAS No.: 21716-68-7
• Molecular Formula: C₁₂H₁₅NO₄
• Molecular Weight: 237.255
• DSSTox Substance ID: DTXSID301221078
• Mol file: 21716-68-7.mol

Synonyms:21716-68-7;Methyl 2-[(2-methoxy-2-oxoethyl)methylamino]benzoate;DTXSID301221078;AKOS009079827

Chemical Property of Methyl 2-[(2-methoxy-2-oxoethyl)methylamino]benzoate

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 237.10010796
• Heavy Atom Count: 17
• Complexity: 280

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(CC(=O)OC)C1=CC=CC=C1C(=O)OC

Technology Process of Methyl 2-[(2-methoxy-2-oxoethyl)methylamino]benzoate

There total 7 articles about Methyl 2-[(2-methoxy-2-oxoethyl)methylamino]benzoate 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: 98.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + N-(2-methoxycarbonylphenyl)glycine methyl ester (13622-59-8) → methyl N-methylglycinate (21716-68-7)

Guidance literature:

With hydrogenchloride; sodium cyanoborohydride; In methanol; water; at 20 ℃; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.1c01235

Reference yield:

bromoacetic acid methyl ester (96-32-2) + Methyl N-methylanthranilate (85-91-6) → methyl N-methylglycinate (21716-68-7)

Guidance literature:

With sodium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 20h; Inert atmosphere;

DOI:10.1002/cssc.201900438

Reference yield:

2-carbomethoxyaniline (134-20-3) → methyl N-methylglycinate (21716-68-7)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide / 80 °C / Sealed tube

2: sodium cyanoborohydride; hydrogenchloride / methanol; water / 20 °C / Inert atmosphere; Sealed tube

With hydrogenchloride; sodium cyanoborohydride; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1021/acs.orglett.1c01235

upstream raw materials:

methanol

2-(carboxymethyl)-N-methylanthranilic acid

phenylglycine-o-carboxylic acid

dimethyl sulfate

Downstream raw materials:

methyl 3-hydroxy-4-methyl-4H-furo<3,2-b>indole-2-carboxylate