ChemicalBook CAS DataBase List 1-BOC-4-[4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-BENZOYL]-PIPERAZINE

1-BOC-4-[4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-BENZOYL]-PIPERAZINE synthesis

5synthesis methods

Product Name:1-BOC-4-[4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-BENZOYL]-PIPERAZINE
CAS Number:864754-13-2
Molecular formula:C22H33BN2O5
Molecular Weight:416.32

180516-87-4 Synthesis

4-Carboxylphenylboronic acid pinacol ester

180516-87-4
249 suppliers
$8.00/1g

57260-71-6 Synthesis

57260-71-6
718 suppliers
$5.00/5g

1-BOC-4-[4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-BENZOYL]-PIPERAZINE

864754-13-2
74 suppliers
$31.00/250mg

Yield:864754-13-2 95.4%

Reaction Conditions:

with benzotriazol-1-ol;1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;triethylamine in dichloromethane;water;N,N-dimethyl-formamide at 20;

Steps:

5.1

At room temperature will carboxyphenyl boronic acid pinacol ester (0.894g, 4.8mmol) was dissolved in dichloromethane (10ml, 0.156mol) And N, N- dimethylformamide (1ml, 17.78mmol) was added N-Boc piperazine (1g, 4.03mmol), and washed sequentially Was added 1-ethyl - (3-dimethylaminopropyl) carbodiimide hydrochloride (0.93g, 4.8mmol), N-hydroxybenzotriazole (0.66g, 4.8mmol), triethylamine (0.84ml, 6.04mmol), the reaction mixture was stirred at room temperature until the starting material the reaction monitored by TLC Complete, the reaction mixture was added to 30ml of water, stirred for 30 minutes, (100ml * 3) and extracted with methylene chloride, then with saturated chlorine Sodium hydroxide solution (100ml * 2) washing the organic phase was dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure, to give: 4- [4- (4,4,5,5- Tetramethyl - [1,3,2] bis boryl 2-yl) benzoyl -] - piperazine-1-tert-butyl ester (1.6 g of, white solid), yield 95.4%.

References:

CN103087077,2016,B Location in patent:Paragraph 0107-0109