(S)-2-[5-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1H-imidazol-2-y

Base Information

• Chemical Name: (S)-2-[5-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1H-imidazol-2-y
• CAS No.: 1007882-12-3
• Molecular Formula: C24H34BN3O4
• Molecular Weight: 439.363
• Mol file: 1007882-12-3.mol

Synonyms:(S)-2-[5-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1H-imidazol-2-y;1-Pyrrolidinecarboxylic acid, 2-[5-[4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1H-iMidazol-2-yl]-, 1,1-diMethylethyl ester, (2S)-;2-{4-[4-(4,4,5,5-TetraMethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1H-iMidazol-2-yl}-pyrrolidine-1-carboxylic acid tert-butyl ester

Chemical Property of (S)-2-[5-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1H-imidazol-2-y

Chemical Property:

• Boiling Point: 618.0±55.0 °C(Predicted)
• PKA: 13.07±0.10(Predicted)
• PSA: 76.68000
• Density: 1.17±0.1 g/cm3(Predicted)
• LogP: 4.38580
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(S)-TERT-BUTYL 2-(5-(4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL)-1H-IMIDAZOL-2-YL)PYRROLIDINE-1-CARBOXYLATE 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-2-[5-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1H-imidazol-2-y

There total 13 articles about (S)-2-[5-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1H-imidazol-2-y 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: 92.0%

(S)-tert-butyl 2-(5-(4-bromophenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate (1007882-04-3) + bis(pinacol)diborane (73183-34-3) → (S)-tert-butyl 2-(5-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate (1007882-12-3)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium acetate; In Dimethyl ether; at 90 ℃; for 5h; Inert atmosphere; Large scale;

DOI:10.1021/acs.oprd.0c00519

Reference yield: 87.0%

(S)-2-[4-(4-bromo-phenyl)-1H-imidazol-2-yl]pyrrolidine-1-carboxylic acid tert-butyl ester (1007882-04-3) + bis(pinacol)diborane (73183-34-3) → (S)-2-{4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1H-imidazol-2-yl}-pyrrolidine-1-carboxylic acid tert-butyl ester (1007882-12-3)

Guidance literature:

With potassium acetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; at 80 ℃; for 14h; Inert atmosphere;

Reference yield:

(S)-tert-butyl 2-(5-(4-bromophenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate (1007882-04-3) + bis(pinacol)diborane (73183-34-3) → 2,3-dimethyl-2,3-butane diol (76-09-5) + (S)-tert-butyl 2-(5-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate (1007882-12-3)

Guidance literature:

With potassium acetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; at 80 ℃; for 16.5h;

upstream raw materials:

(S)-tert-butyl 2-(5-(4-bromophenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate

bis(pinacol)diborane

1-(tert-butoxycarbonyl)-L-proline

(S)-pyrrolidine-1,2-dicarboxylic acid 2-[2-(4-bromophenyl)-2-oxoethyl]ester 1-tert-butyl ester

Downstream raw materials:

methyl N-[(2S)-1-[(2S)-2-[5-[4-[4-[2-[(2S)-1-[(2S)-2-(methoxycarbonylamino)-3-methylbutanoyl]pyrrolidin-2-yl]-1H-imidazol-5-yl]phenyl]phenyl]-1H-imidazol-2-yl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate

Triphenylphosphine oxide

benzyl tert-butyl (2S,2'S)-2,2'-(4,4'-biphenyldiylbis(1H-imidazole-5,2-diyl))di(1-pyrrolidinecarboxylate)

(S)-2-[5-(2-{4-[2-((S)-1-tert-butoxycarbonyl-pyrrolidin-2-yl)-3H-imidazol-4-yl]-phenyl}-pyrimidin-5-yl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-pyrrolidine-1-carboxylic acid tert-butyl ester

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