4,4-difluoro-8-[2-oxo-2-(5-sulfamoyl-1,3,4-thiazol-2-ylamino)ethyl]benzamido-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene

Base Information

• Chemical Name: 4,4-difluoro-8-[2-oxo-2-(5-sulfamoyl-1,3,4-thiazol-2-ylamino)ethyl]benzamido-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene
• CAS No.: 1392316-35-6
• Molecular Formula: C₂₄H₂₄BF₂N₇O₄S₂
• Molecular Weight: 587.439
• Mol file: 1392316-35-6.mol

Synonyms:4,4-difluoro-8-[2-oxo-2-(5-sulfamoyl-1,3,4-thiazol-2-ylamino)ethyl]benzamido-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene

Chemical Property of 4,4-difluoro-8-[2-oxo-2-(5-sulfamoyl-1,3,4-thiazol-2-ylamino)ethyl]benzamido-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,4-difluoro-8-[2-oxo-2-(5-sulfamoyl-1,3,4-thiazol-2-ylamino)ethyl]benzamido-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene

There total 2 articles about 4,4-difluoro-8-[2-oxo-2-(5-sulfamoyl-1,3,4-thiazol-2-ylamino)ethyl]benzamido-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene 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: 73.0%

4-(5,5-difluoro-1,3,7,9-tetramethyl-5H-4λ4,5λ4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-10-yl)benzoic acid + 2-oxo-2-(5-sulphamoyl-1,3,4-thiadiazol-2-ylamino)ethanaminium, trifluoroacetic acid (1392302-20-3) → 4,4-difluoro-8-[2-oxo-2-(5-sulfamoyl-1,3,4-thiazol-2-ylamino)ethyl]benzamido-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene (1392316-35-6)

Guidance literature:

With [(benzotriazol-1-yloxy)P(NMe₂)3]PF₆; EtN(i-Pr)2; In N,N-dimethyl-formamide; 1.5 equiv. of ((benzotriazol-1-yloxy)P(NMe2)3)PF6 added to soln. of 1.5 equiv. of EtN(i-Pr)2 and 1 equiv. of complex in DMF at 0°C; stirred for 30 min; 1.2 equiv. of amine added; warmed to room temp. and stirred for 12 h; evapd. (vac.); dissolved (CHCl3); washed (1 M HCl; satd. aq. NaHCO3; H2O; brine); soln. dried (MgSO4); evapd. (vac.); chromy. (SiO2, 0-7 % MeOH in CHCl3); elem. anal.;

DOI:10.1002/ejic.201101371

Reference yield:

2,4-dimethyl-1H-pyrrole (625-82-1) → 4,4-difluoro-8-[2-oxo-2-(5-sulfamoyl-1,3,4-thiazol-2-ylamino)ethyl]benzamido-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene (1392316-35-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

1.2: 1 h / Inert atmosphere

2.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

2.2: 12 h / 20 °C / Inert atmosphere

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/ejic.201101371

upstream raw materials:

2-oxo-2-(5-sulphamoyl-1,3,4-thiadiazol-2-ylamino)ethanaminium, trifluoroacetic acid

2,4-dimethyl-1H-pyrrole