Mavatrep

Base Information

• Chemical Name: Mavatrep
• CAS No.: 956274-94-5
• Molecular Formula: C₂₅H₂₁F₃N₂O
• Molecular Weight: 422.45
• UNII: F197218T99
• ChEMBL ID: CHEMBL2364618
• DSSTox Substance ID: DTXSID90241905
• Metabolomics Workbench ID: 153774
• NCI Thesaurus Code: C170153
• Nikkaji Number: J3.561.747G
• Wikidata: Q27277506
• Wikipedia: Mavatrep
• Mol file: 956274-94-5.mol

Synonyms:2-(2-(2-(2-(4-trifluoromethylphenyl)vinyl)-1H-benzimidazol-5-yl)phenyl)propan-2-ol;mavatrep

Chemical Property of Mavatrep

Chemical Property:

• Solubility.: Soluble in DMSO
• XLogP3: 6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 422.16059778
• Heavy Atom Count: 31
• Complexity: 627

Purity/Quality:

97% ^*data from raw suppliers

Mavatrep(JNJ-39439335) >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C1=CC=CC=C1C2=CC3=C(C=C2)N=C(N3)C=CC4=CC=C(C=C4)C(F)(F)F)O
• Isomeric SMILES: CC(C)(C1=CC=CC=C1C2=CC3=C(C=C2)N=C(N3)/C=C/C4=CC=C(C=C4)C(F)(F)F)O
• Recent ClinicalTrials: A Study to Investigate the Safety, Tolerability, and Pharmacokinetics of JNJ-39439335 in Healthy Japanese and Caucasian Adult Male Participants

Technology Process of Mavatrep

There total 7 articles about Mavatrep 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: 36.5%

(E)-5-bromo-2-[2-(4-trifluoromethylphenyl)vinyl]-1H-benzo[d]imidazole (956282-72-7) + 3,3-dimethylbenzo [c][1,2]oxaborol-1(3H)-ol (221352-10-9) → (trans)-2-(2-{2-[2-(4-trifluoromethylphenyl)vinyl]-1H-benzimidazol-5-yl}phenyl)propan-2-ol (956274-94-5)

Guidance literature:

With sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,2-dimethoxyethane; water; for 18h; Product distribution / selectivity; Heating / reflux;

Reference yield: 33.0%

(E)-5-bromo-2-[2-(4-trifluoromethylphenyl)vinyl]-1H-benzo[d]imidazole (956282-72-7) + 3,3-dimethyl-3H-benzo[c][1,2]oxaborol-1-ol → (trans)-2-(2-{2-[2-(4-trifluoromethylphenyl)vinyl]-1H-benzimidazol-5-yl}phenyl)propan-2-ol (956274-94-5)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; In 1,2-dimethoxyethane; water; at 100 ℃; for 20h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.5b00132

Reference yield:

3-<4'-(trifluoromethyl)phenyl>-2-propenoic acid (2062-26-2,87212-84-8,16642-92-5) → (trans)-2-(2-{2-[2-(4-trifluoromethylphenyl)vinyl]-1H-benzimidazol-5-yl}phenyl)propan-2-ol (956274-94-5)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate / 18 h / 100 °C

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / 1,2-dimethoxyethane; water / 20 h / 100 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; trichlorophosphate; In 1,2-dimethoxyethane; water;

DOI:10.1021/acs.jmedchem.5b00132

upstream raw materials:

(E)-5-bromo-2-[2-(4-trifluoromethylphenyl)vinyl]-1H-benzo[d]imidazole

3,3-dimethylbenzo [c][1,2]oxaborol-1(3H)-ol

4-Trifluoromethylbenzaldehyde

2-bromobenzoic acid methyl ester

Downstream raw materials:

(cis)-2-(2-{2-[2-(4-trifluoromethylphenyl)vinyl]-1H-benzoimidazol-5-yl}phenyl)propan-2-ol

(E)-2-(2-{2-[2-(4-trifluoromethyl-phenyl)-vinyl]-1H-benzimidazol-5-yl}-phenyl)-propan-2-ol hydrochloride salt

(E)-2-(2-{2-[2-(4-trifluoromethyl-phenyl)-vinyl]-1H-benzimidazol-5-yl}-phenyl)-propan-2-ol monosodium salt