methyl 4-[[(1,1-dimethylethoxy)carbonyl]methylamino]butanoic acid

Base Information

• Chemical Name: methyl 4-[[(1,1-dimethylethoxy)carbonyl]methylamino]butanoic acid
• CAS No.: 133171-74-1
• Molecular Formula: C₁₁H₂₁NO₄
• Molecular Weight: 231.292
• Mol file: 133171-74-1.mol

Synonyms:methyl 4-[[(1,1-dimethylethoxy)carbonyl]methylamino]butanoic acid

Chemical Property of methyl 4-[[(1,1-dimethylethoxy)carbonyl]methylamino]butanoic acid

Chemical Property:

• Boiling Point: 293.5±19.0 °C(Predicted)
• Density: 1.030±0.06 g/cm3(Predicted)

Purity/Quality:

99% ，98% ^*data from raw suppliers

tert-Butyl3-(Methoxycarbonyl)Propylmethylcarbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-[[(1,1-dimethylethoxy)carbonyl]methylamino]butanoic acid

There total 6 articles about methyl 4-[[(1,1-dimethylethoxy)carbonyl]methylamino]butanoic acid 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: 83.0%

tert-butyl N,N-dimethylcarbamate (7541-17-5) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl 4-[[(1,1-dimethylethoxy)carbonyl]methylamino]butanoic acid (133171-74-1)

Guidance literature:

tert-butyl N,N-dimethylcarbamate; With sec.-butyllithium; (-)-sparteine; In tetrahydrofuran; at -78 ℃; for 1h;

In tetrahydrofuran; at -78 - -55 ℃; for 0.75h;

acrylic acid methyl ester; With chloro-trimethyl-silane; In tetrahydrofuran; at -78 - 20 ℃; for 2h; Further stages.;

DOI:10.1021/jo0056038

Reference yield: 78.0%

di-tert-butyl dicarbonate (24424-99-5) + 4-(methylamino)butyric acid hydrochloride (6976-17-6) + diazomethyl-trimethyl-silane (18107-18-1) → methyl 4-[[(1,1-dimethylethoxy)carbonyl]methylamino]butanoic acid (133171-74-1)

Guidance literature:

di-tert-butyl dicarbonate; 4-(methylamino)butyric acid hydrochloride; With triethylamine; In 1,4-dioxane; water; at 23 ℃; for 3h;

diazomethyl-trimethyl-silane; In methanol; at 0 - 23 ℃; for 0.25h;

Reference yield:

4-tert-butoxycarbonylaminobutyric acid methyl ester (85909-04-2) + methyl iodide (74-88-4) → methyl 4-[[(1,1-dimethylethoxy)carbonyl]methylamino]butanoic acid (133171-74-1)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1016/j.tetlet.2012.08.083

upstream raw materials:

tert-butyl N,N-dimethylcarbamate

acrylic acid methyl ester

di-tert-butyl dicarbonate

4-(methylamino)butyric acid hydrochloride

Downstream raw materials:

1-methyl-pyrrolidin-2-one

C₂HF₃O₂*C₁₁H₁₅NO₂

C₁₆H₂₃NO₄

4-[(tert-butoxycarbonyl)(methyl)amino]butanoic acid

Refernces

• 1、 Agrawal, Sumit K.,Sathe, Manisha,Kaushik, M. P.,Halve, A. K.. "Dibutylphosphate (DBP) mediated synthesis of cyclic N,N′- disubstituted urea derivatives from amino esters: A comparative study". supporting information. p. 5996 - 5999,4. Retrieved 2020/08/20.
• 2、 -. "Novel Compounds 002". Page/Page column 62. . Retrieved 2009/04/24.