N-((4-(2-bromoacetamido)-3,5-dichlorobenzylamino)(tertbutoxycarbonylamino)methylene)-3-(4-methoxyphenyl)-5-methylisothiazole-4-carboxamide

Base Information

• Chemical Name: N-((4-(2-bromoacetamido)-3,5-dichlorobenzylamino)(tertbutoxycarbonylamino)methylene)-3-(4-methoxyphenyl)-5-methylisothiazole-4-carboxamide
• CAS No.: 1402164-84-4
• Molecular Formula: C₂₇H₂₈BrCl₂N₅O₅S
• Molecular Weight: 685.426
• Mol file: 1402164-84-4.mol

Synonyms:N-((4-(2-bromoacetamido)-3,5-dichlorobenzylamino)(tertbutoxycarbonylamino)methylene)-3-(4-methoxyphenyl)-5-methylisothiazole-4-carboxamide

Chemical Property of N-((4-(2-bromoacetamido)-3,5-dichlorobenzylamino)(tertbutoxycarbonylamino)methylene)-3-(4-methoxyphenyl)-5-methylisothiazole-4-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-((4-(2-bromoacetamido)-3,5-dichlorobenzylamino)(tertbutoxycarbonylamino)methylene)-3-(4-methoxyphenyl)-5-methylisothiazole-4-carboxamide

There total 6 articles about N-((4-(2-bromoacetamido)-3,5-dichlorobenzylamino)(tertbutoxycarbonylamino)methylene)-3-(4-methoxyphenyl)-5-methylisothiazole-4-carboxamide 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%

N-((4-amino-3,5-dichlorobenzylamino)(tert-butoxycarbonylamino)methylene)-3-(4-methoxyphenyl)-5-methylisothiazole-4-carboxamide (1402164-72-0,917475-48-0) + 2-Bromoacetyl bromide (598-21-0) → N-((4-(2-bromoacetamido)-3,5-dichlorobenzylamino)(tertbutoxycarbonylamino)methylene)-3-(4-methoxyphenyl)-5-methylisothiazole-4-carboxamide (1402164-84-4)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jm300931y

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → N-((4-(2-bromoacetamido)-3,5-dichlorobenzylamino)(tertbutoxycarbonylamino)methylene)-3-(4-methoxyphenyl)-5-methylisothiazole-4-carboxamide (1402164-84-4)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydroxide / dichloromethane; water / 6 h / 0 °C

2: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 3 h

3: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

4: triethylamine / dichloromethane / 2 h / 0 °C / Inert atmosphere

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In dichloromethane; water;

DOI:10.1021/jm300931y

Reference yield:

4-(aminomethyl)-2,6-dichloroaniline (164648-75-3) → N-((4-(2-bromoacetamido)-3,5-dichlorobenzylamino)(tertbutoxycarbonylamino)methylene)-3-(4-methoxyphenyl)-5-methylisothiazole-4-carboxamide (1402164-84-4)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

2: triethylamine / dichloromethane / 2 h / 0 °C / Inert atmosphere

With triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/jm300931y

upstream raw materials:

4-(aminomethyl)-2,6-dichloroaniline

di-tert-butyl dicarbonate

N-(tert-butyloxycarbonyl)-S-methylisothiourea

tert-butyl N-(3-(4-methoxyphenyl)-5-methylisothiazole-4-carbonyl)(methylthio)carbonoimidoylcarbamate

Downstream raw materials:

N-(amino(3,5-dichloro-4-(2-(dimethylamino)acetamido)-benzylamino)methylene)-3-(4-methoxyphenyl)-5-methylisothiazole-4-carboxamide

N-(amino(4-(2-(benzylamino)acetamido)-3,5-dichlorobenzylamino)methylene)-3-(4-methoxyphenyl)-5-methylisothiazole-4-carboxamide

N-(amino(3,5-dichloro-4-(2-(ethylamino)acetamido)-benzylamino)methylene)-3-(4-methoxyphenyl)-5-methylisothiazole-4-carboxamide

N-(amino(4-(2-(azetidin-1-yl)acetamido)-3,5-dichlorobenzylamino)methylene)-3-(4-methoxyphenyl)-5-methylisothiazole-4-carboxamide