3-[4-(tert-butoxycarbonyl)piperazin-1-yl]-5-(pentafluoro-λ⁶-sulphanyl)benzoic acid

Base Information

• Chemical Name: 3-[4-(tert-butoxycarbonyl)piperazin-1-yl]-5-(pentafluoro-λ⁶-sulphanyl)benzoic acid
• CAS No.: 1448317-49-4
• Molecular Formula: C₁₆H₂₁F₅N₂O₄S
• Molecular Weight: 432.412

Synonyms:3-[4-(tert-butoxycarbonyl)piperazin-1-yl]-5-(pentafluoro-λ⁶-sulphanyl)benzoic acid

Chemical Property of 3-[4-(tert-butoxycarbonyl)piperazin-1-yl]-5-(pentafluoro-λ⁶-sulphanyl)benzoic acid

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

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Technology Process of 3-[4-(tert-butoxycarbonyl)piperazin-1-yl]-5-(pentafluoro-λ⁶-sulphanyl)benzoic acid

There total 2 articles about 3-[4-(tert-butoxycarbonyl)piperazin-1-yl]-5-(pentafluoro-λ⁶-sulphanyl)benzoic 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: 72.0%

3-bromo-5-(pentafluoro-λ6-sulphanyl)benzoic acid (1180675-98-2) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → 3-[4-(tert-butoxycarbonyl)piperazin-1-yl]-5-(pentafluoro-λ6-sulphanyl)benzoic acid (1448317-49-4)

Guidance literature:

With chloro(2-dicyclohexylphosphino-2’,4’,6’-tri-i-propyl-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-t-butyl ether adduct; sodium t-butanolate; XPhos; In dichloromethane; toluene; at 110 ℃; for 6h; Inert atmosphere;

Reference yield:

3-(pentafluoro-λ6-sulphanyl)benzoic acid (833-96-5) → 3-[4-(tert-butoxycarbonyl)piperazin-1-yl]-5-(pentafluoro-λ6-sulphanyl)benzoic acid (1448317-49-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid; trifluoroacetic acid; N-Bromosuccinimide / 18 h / 50 °C

2: chloro(2-dicyclohexylphosphino-2’,4’,6’-tri-i-propyl-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-t-butyl ether adduct; XPhos; sodium t-butanolate / dichloromethane; toluene / 6 h / 110 °C / Inert atmosphere

With N-Bromosuccinimide; sulfuric acid; chloro(2-dicyclohexylphosphino-2’,4’,6’-tri-i-propyl-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-t-butyl ether adduct; trifluoroacetic acid; sodium t-butanolate; XPhos; In dichloromethane; toluene;

Reference yield: 19.0%

3-{6-[1-(4-methoxybenzyl)-1H-pyrazol-4-yl]-3-methyl-1H-imidazo[1,2-b]pyrazol-1-yl}-4-methyl-aniline (1448317-33-6) + 3-[4-(tert-butoxycarbonyl)piperazin-1-yl]-5-(pentafluoro-λ6-sulphanyl)benzoic acid (1448317-49-4) → N-{4-methyl-3-[3-methyl-6-(1H-pyrazol-4-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-3-(penta-fluoro-λ6-sulphanyl)-5-(piperazin-1-yl)benzamide (1448315-43-2)

Guidance literature:

3-{6-[1-(4-methoxybenzyl)-1H-pyrazol-4-yl]-3-methyl-1H-imidazo[1,2-b]pyrazol-1-yl}-4-methyl-aniline; 3-[4-(tert-butoxycarbonyl)piperazin-1-yl]-5-(pentafluoro-λ⁶-sulphanyl)benzoic acid; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

With trifluoroacetic acid; at 80 ℃; for 6h;

upstream raw materials:

3-(pentafluoro-λ⁶-sulphanyl)benzoic acid

3-bromo-5-(pentafluoro-λ⁶-sulphanyl)benzoic acid

1-t-Butoxycarbonylpiperazine

Downstream raw materials:

tert-butyl 4-[3-({4-methyl-3-[6-(1H-pyrazol-4-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-carbamoyl)-5-(pentafluoro-λ⁶-sulphanyl)phenyl]piperazin-1-carboxylate

N-{4-methyl-3-[3-methyl-6-(1H-pyrazol-4-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-3-(penta-fluoro-λ⁶-sulphanyl)-5-(piperazin-1-yl)benzamide

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