1H-Pyrrole-2-carboxylic acid, 4-[[(1,1-diMethylethoxy)carbonyl]aMino]-1-Methyl-, Methyl ester

Base Information

• Chemical Name: 1H-Pyrrole-2-carboxylic acid, 4-[[(1,1-diMethylethoxy)carbonyl]aMino]-1-Methyl-, Methyl ester
• CAS No.: 126092-96-4
• Molecular Formula: C12H18N2O4
• Molecular Weight: 254.286
• Hs Code.: 2933990090
• Mol file: 126092-96-4.mol

Synonyms:Methyl 4-tert-Butoxycarbonylamino-1-methyl-1-H-pyrrole-2-carboxylate;methyl 4-[(tert-butoxycarbonyl)amino]-1-methylpyrrole-2-carboxylate;methyl 4-[(tert-butoxycarbonyl)amino]-N-methyl-1H-pyrrole-2-carboxylate;methyl 4-<<(tert-butyloxy)carbonyl>amino>-1-methyl-pyrrole-2-carboxylate;1H-Pyrrole-2-carboxylic acid,4-[[(1,1-dimethylethoxy)carbonyl]amino]-1-methyl-,methyl ester;

Chemical Property of 1H-Pyrrole-2-carboxylic acid, 4-[[(1,1-diMethylethoxy)carbonyl]aMino]-1-Methyl-, Methyl ester

Chemical Property:

• Melting Point: 115-116 °C
• Boiling Point: 326.3±27.0 °C(Predicted)
• PKA: 13.90±0.70(Predicted)
• PSA: 69.56000
• Density: 1.14±0.1 g/cm3(Predicted)
• LogP: 2.23170

Purity/Quality:

98%min ^*data from raw suppliers

1H-Pyrrole-2-carboxylicacid,4-[[(1,1-diMethylethoxy)carbonyl]aMino]-1-Methyl-,Methylester 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Pyrrole-2-carboxylic acid, 4-[[(1,1-diMethylethoxy)carbonyl]aMino]-1-Methyl-, Methyl ester

There total 13 articles about 1H-Pyrrole-2-carboxylic acid, 4-[[(1,1-diMethylethoxy)carbonyl]aMino]-1-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: 99.0%

tert-butyl carbazate (4248-19-5) + 4-bromo-1-methyl-1H-pyrrole-2-carboxylic acid methyl ester (1196-90-3) → methyl 4-<<(tert-butyloxy)carbonyl>amino>-1-methyl-pyrrole-2-carboxylate (126092-96-4)

Guidance literature:

With potassium phosphate; N,N`-dimethylethylenediamine; copper(l) iodide; In 1,4-dioxane; at 110 ℃; for 48h;

DOI:10.1021/jo048686r

Reference yield: 90.0%

tert-butyl carbazate (4248-19-5) + 4-iodo-1-methyl-pyrrole-2-carboxylic acid methyl ester (40740-42-9) → methyl 4-<<(tert-butyloxy)carbonyl>amino>-1-methyl-pyrrole-2-carboxylate (126092-96-4)

Guidance literature:

With potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine; In 1,4-dioxane; at 110 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.bmcl.2017.03.052

Reference yield: 84.0%

di-tert-butyl dicarbonate (24424-99-5) + methyl 4-amino-1-methyl-1H-pyrrole-2-carboxylate (72083-62-6) → methyl 4-<<(tert-butyloxy)carbonyl>amino>-1-methyl-pyrrole-2-carboxylate (126092-96-4)

Guidance literature:

In dichloromethane; for 12h; Heating;

DOI:10.1002/jps.2600781106

upstream raw materials:

di-tert-butyl dicarbonate

methyl 4-amino-1-methyl-1H-pyrrole-2-carboxylate

methyl 4-amino-1-methyl-pyrrole-2-carboxylate hydrochloride

tert-butyl carbazate

Downstream raw materials:

(5-{5-[5-({[4-(Acridin-9-ylamino)-phenylcarbamoyl]-methyl}-carbamoyl)-1-methyl-1H-pyrrol-3-ylcarbamoyl]-1-methyl-1H-pyrrol-3-ylcarbamoyl}-1-methyl-1H-pyrrol-3-yl)-carbamic acid tert-butyl ester

4-(9-acridinylamino)-N-<4-<<<4-<<(tert-butyloxy)carbonyl>amino>-1-methyl-pyrrol-2-yl>carbonyl>amino>-1-methyl-pyrrol-2-carbonyl>glycylaniline

4-(9-acridinylamino)-N-<4-<<(tert-butyloxy)carbonyl>amino>-1-methyl-pyrrol-2-carbonyl>glycylaniline

benzyl 4-(formylamino)-1-methyl-pyrrole-2-carboxylate

Refernces

• 1、 Shiga, Naoki,Takayanagi, Shihori,Muramoto, Risa,Murakami, Tasuku,Qin, Rui,Suzuki, Yuta,Shinohara, Ken-ichi,Kaneda, Atsushi,Nemoto, Tetsuhiro. "Synthesis of pyrrole-imidazole polyamide oligomers based on a copper-catalyzed cross-coupling strategy". . p. 2197 - 2200. Retrieved 2017.
• 2、 Moore, Michael J. B.,Cuenca, Francisco,Searcey, Mark,Neidle, Stephen. "Synthesis of distamycin a polyamides targeting G-quadruplex DNA". . p. 3479 - 3488. Retrieved 2008/09/17.