Carbamic acid, N-[3,5-bis(2,5-dihydro-3-methyl-2,5-dioxo-1H-pyrrol-1-yl)phenyl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Carbamic acid, N-[3,5-bis(2,5-dihydro-3-methyl-2,5-dioxo-1H-pyrrol-1-yl)phenyl]-, 1,1-dimethylethyl ester
• CAS No.: 1262794-05-7
• Molecular Formula: C21 H21 N3 O6
• Molecular Weight: 411.414
• Mol file: 1262794-05-7.mol

Synonyms:

Chemical Property of Carbamic acid, N-[3,5-bis(2,5-dihydro-3-methyl-2,5-dioxo-1H-pyrrol-1-yl)phenyl]-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbamic acid, N-[3,5-bis(2,5-dihydro-3-methyl-2,5-dioxo-1H-pyrrol-1-yl)phenyl]-, 1,1-dimethylethyl ester

There total 7 articles about Carbamic acid, N-[3,5-bis(2,5-dihydro-3-methyl-2,5-dioxo-1H-pyrrol-1-yl)phenyl]-, 1,1-dimethylethyl 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: 70.0%

C21H25N3O8 → tert-butyl N-3,5-di-(2-methylmaleimido)phenylcarbamate (1262794-05-7)

Guidance literature:

With 1,1,1,3,3,3-hexamethyl-disilazane; zinc(II) chloride; In N,N-dimethyl-formamide; toluene; for 3h; Reflux;

Reference yield:

3,5-dinitrobenzoic acid (99-34-3) → tert-butyl N-3,5-di-(2-methylmaleimido)phenylcarbamate (1262794-05-7)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium azide; sulfuric acid / chloroform / 3 h / Reflux

2: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 24 h / 25 °C / 7600.51 Torr

3: tetrahydrofuran; methanol / 16.5 h / 25 °C / Reflux

4: chloroform / 3 h / 25 °C

5: 1,1,1,3,3,3-hexamethyl-disilazane; zinc(II) chloride / N,N-dimethyl-formamide; toluene / 4.33 h / 25 °C / Reflux

With sodium azide; sulfuric acid; palladium 10% on activated carbon; hydrogen; 1,1,1,3,3,3-hexamethyl-disilazane; zinc(II) chloride; In tetrahydrofuran; methanol; chloroform; N,N-dimethyl-formamide; toluene; 1: Schmidt reaction;

DOI:10.1039/c0ob00455c

Reference yield:

3, 5-dinitroaniline (618-87-1) → tert-butyl N-3,5-di-(2-methylmaleimido)phenylcarbamate (1262794-05-7)

Guidance literature:

Multi-step reaction with 4 steps

1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 24 h / 25 °C / 7600.51 Torr

2: tetrahydrofuran; methanol / 16.5 h / 25 °C / Reflux

3: chloroform / 3 h / 25 °C

4: 1,1,1,3,3,3-hexamethyl-disilazane; zinc(II) chloride / N,N-dimethyl-formamide; toluene / 4.33 h / 25 °C / Reflux

With palladium 10% on activated carbon; hydrogen; 1,1,1,3,3,3-hexamethyl-disilazane; zinc(II) chloride; In tetrahydrofuran; methanol; chloroform; N,N-dimethyl-formamide; toluene;

DOI:10.1039/c0ob00455c

upstream raw materials:

tert-butyl N-3,5-diaminophenylcarbamate

3,5-dinitrobenzoic acid

1,3,5-triaminobenzene

3, 5-dinitroaniline

Downstream raw materials:

N-dansyl-3,5-di-(3-methylmaleimido)aniline

3,5-di-(3-methylmaleimido)anilinium trifluoroacetate

Refernces

• 1、 -. "Fluorescent markers and use thereof for labeling specific protein targets". . . Retrieved 2014/09/29.