KPT-185

Base Information

• Chemical Name: KPT-185
• CAS No.: 1333151-73-7
• Molecular Formula: C16H16F3N3O3
• Molecular Weight: 355.317
• Mol file: 1333151-73-7.mol

Synonyms:propan-2-yl (Z)-3-[3-[3-methoxy-5-(trifluoromethyl)phenyl]-1,2,4-triazol-1-yl]prop-2-enoate;(Z)-isopropyl 3-(3-(3-methoxy-5-(trifluoromethyl)phenyl)-1H-1,2,4-triazol-1-yl)acrylate;S7125;

Chemical Property of KPT-185

Chemical Property:

• PSA: 66.24000
• LogP: 3.39480
• Solubility.: insoluble in H2O; ≥17.77 mg/mL in DMSO; ≥25.2 mg/mL in EtOH

Purity/Quality:

98%min ^*data from raw suppliers

KPT185 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: KPT185 acts as a novel CRM1 inhibitor used in the treatment of acute myeloid leukemia.

Technology Process of KPT-185

There total 6 articles about KPT-185 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: 62.0%

3-(3-methoxy-5-(trifluoromethyl)phenyl)-1H-1,2,4-triazole (1333153-10-8) + (Z)-isopropyl 3-iodoacrylate (1333154-26-9) → propan-2-yl (Z)-3-[3-[3-methoxy-5-(trifluoromethyl)phenyl]-1,2,4-triazol-1-yl]prop-2-enoate (1333151-73-7) + (E)-isopropyl 3-(3-(3-methoxy-5-(trifluoromethyl)phenyl)-1H-1,2,4-triazol-1-yl)acrylate (1421924-00-6)

Guidance literature:

3-(3-methoxy-5-(trifluoromethyl)phenyl)-1H-1,2,4-triazole; With 1,4-diaza-bicyclo[2.2.2]octane; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

(Z)-isopropyl 3-iodoacrylate; In N,N-dimethyl-formamide; at 20 ℃; for 3h; Time;

Reference yield: 4.11%

isopropyl propiolate (96088-62-9) + 3-(3-methoxy-5-(trifluoromethyl)phenyl)-1H-1,2,4-triazole (1333153-10-8) → propan-2-yl (Z)-3-[3-[3-methoxy-5-(trifluoromethyl)phenyl]-1,2,4-triazol-1-yl]prop-2-enoate (1333151-73-7)

Guidance literature:

With triethylamine; In dichloromethane; at 15 ℃; for 0.5h;

Reference yield:

3-methoxy-5-(trifluoromethyl)benzonitrile (868167-61-7) → propan-2-yl (Z)-3-[3-[3-methoxy-5-(trifluoromethyl)phenyl]-1,2,4-triazol-1-yl]prop-2-enoate (1333151-73-7)

Guidance literature:

Multi-step reaction with 4 steps

1: magnesium(II) chloride hexahydrate; sodium monohydrogen sulfide x-hydrate / N,N-dimethyl-formamide / 2 h / 20 °C

2: diethyl ether / 12 h / 20 °C

3: N,N-dimethyl-formamide / 2 h / 90 °C

4: triethylamine / dichloromethane / 0.5 h / 15 °C

With sodium monohydrogen sulfide x-hydrate; magnesium(II) chloride hexahydrate; triethylamine; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

isopropyl propiolate

3-(3-methoxy-5-(trifluoromethyl)phenyl)-1H-1,2,4-triazole

3-methoxy-5-(trifluoromethyl)benzonitrile

C₉H₈F₃NOS

Downstream raw materials:

(Z)-3-(3-(3-methoxy-5-(trifluoromethyl)phenyl)-1H-1,2,4-triazol-1-yl)acrylic acid

(Z)-azetidin-3-yl 3-(3-(3-methoxy-5-(trifluoromethyl)phenyl)-1H-1,2,4-triazol-1-yl)acrylate

(Z)-1-(3,3-difluoroazetidin-1-yl)-3-(3-(3-methoxy-5-(trifluoromethyl)phenyl)-1H-1,2,4-triazol-1-yl)prop-2-en-1-one

Refernces

• 1、 -. "NUCLEAR TRANSPORT MODULATIORS AND USES THEREOF". Page/Page column 152. . Retrieved 2011/10/03.