2-Propenoic acid, 2-[[(methoxycarbonyl)amino]methyl]-, methyl ester

Base Information

• Chemical Name: 2-Propenoic acid, 2-[[(methoxycarbonyl)amino]methyl]-, methyl ester
• CAS No.: 127022-47-3
• Molecular Formula: C₇H₁₁NO₄
• Molecular Weight: 173.169
• Mol file: 127022-47-3.mol

Synonyms:2-Propenoic acid, 2-[[(methoxycarbonyl)amino]methyl]-, methyl ester

Chemical Property of 2-Propenoic acid, 2-[[(methoxycarbonyl)amino]methyl]-, methyl ester

Chemical Property:

• PSA: 64.63000
• LogP: 0.46250

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Propenoic acid, 2-[[(methoxycarbonyl)amino]methyl]-, methyl ester

There total 4 articles about 2-Propenoic acid, 2-[[(methoxycarbonyl)amino]methyl]-, methyl ester 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: 80.0%

dimethyl (R)-5-methyl-2,2-dioxo-2λ6-[1,2,3]oxathiazolidine-3,5-dicarboxylate (706819-25-2) → methyl α-(methoxycarbonylaminomethyl)acrylate (127022-47-3)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; for 12h; Heating;

DOI:10.1039/b400282b

Reference yield: 68.0%

methyl 2-(1-acetoxymethyl)acrylate (30982-08-2) + methyl sodiocarbamate → methyl α-(methoxycarbonylaminomethyl)acrylate (127022-47-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dimethyl sulfoxide; for 0.5h; Heating;

Reference yield:

methyl (R)-5-(methoxymethylcarbamoyl)-5-methyl-2,2-dioxo-2λ6-[1,2,3]oxathiazolidine-3-carboxylate (706819-24-1) → methyl α-(methoxycarbonylaminomethyl)acrylate (127022-47-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / TfOH / methanol / 3 h / 60 °C

2: 80 percent / DBU / tetrahydrofuran / 12 h / Heating

With trifluorormethanesulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol;

DOI:10.1039/b400282b

upstream raw materials:

methyl 2-(1-acetoxymethyl)acrylate

dimethyl (R)-5-methyl-2,2-dioxo-2λ⁶-[1,2,3]oxathiazolidine-3,5-dicarboxylate

methyl (R)-5-(methoxymethylcarbamoyl)-5-methyl-2,2-dioxo-2λ⁶-[1,2,3]oxathiazolidine-3-carboxylate