ChemicalBook CAS DataBase List Bardoxolone methyl

Bardoxolone methyl synthesis

10synthesis methods

Product Name:Bardoxolone methyl
CAS Number:218600-53-4
Molecular formula:C32H43NO4
Molecular Weight:505.69

67-56-1 Synthesis

67-56-1
757 suppliers
$7.29/5ml-f

218600-44-3 Synthesis

218600-44-3
147 suppliers
$10.00/1mg

218600-53-4
198 suppliers
$24.00/1mg

Yield:218600-53-4 96%

Reaction Conditions:

Stage #1:bardoxolone with oxalyl dichloride;N,N-dimethyl-formamide in dichloromethane at 20; for 1.16667 h;Cooling with ice;
Stage #2:methanol in dichloromethane for 1 h;

Steps:

2 Preparation of Methyl (4aS, 6aR, 6bS, 8aR, 12aS, 14aR, 14bS)-11-cyano-2,2,6a,6b,9,9,12a-heptylmethyl-10,14-dioxo-1 ,3,4,5,6,6a,6b,7,8,8a,9,10,12a,14,14a,14b-hexadecylhydropyridine-4a(2H)-carboxylate
Dissolve 30 mg of CDDO in 5 mL of dichloromethane, add a catalytic amount of dimethylformamide, slowly drop 16 μL of oxalyl chloride under an ice bath, continue the reaction for 10 minutes after the addition, and slowly return to room temperature for 1 hour. An excess of methanol was added to the reaction solution, and the reaction was continued for 1 hour. After column purification, 29 mg of white solid, namely triterpenoid derivative compound I-2, was obtained, with a yield of 96%.

References:

The Chinese People's Liberation Army Navy Military Medical University;Zhuang Chunlin;Wang Zhibin;Zhang Wannian;Ma Hao;Huang Jiaxuan CN111704647, 2020, A Location in patent:Paragraph 0161-0164

FullText

305818-40-0 Synthesis