ChemicalBook CAS DataBase List O-Benzyl Posaconazole

O-Benzyl Posaconazole synthesis

7synthesis methods

Product Name:O-Benzyl Posaconazole
CAS Number:170985-86-1
Molecular formula:C44H48F2N8O4
Molecular Weight:790.9

184177-83-1 Synthesis

2-[(1S,2S)-1-ethyl-2-bezyloxypropyl]-2,4-dihydro-4-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]- 3H-1,2,4-Triazol-3-one,

184177-83-1
322 suppliers
$12.00/100mg

149809-43-8 Synthesis

(5R-cis)-Toluene-4-sulfonic acid 5-(2,4-difluorophenyl)-5-(1H-1,2,4-triazol-1-yl)methyltetrahydrofuran-3-ylmethyl ester

149809-43-8
375 suppliers
$56.00/100mg

170985-86-1
52 suppliers
$170.00/1 mg

Yield: 100%

Reaction Conditions:

Stage #1:(2R-cis)-2-(2,4-difluorophenyl)-4-[[(4-methylphenyl)sulfonyloxy]methyl]-2-[(1H-1,2,4-triazol-1-yl)methyl]tetrahydrofuran with sodium hydroxide in dimethyl sulfoxide for 0.166667 h;Large scale;
Stage #2:2-[(1S,2S)-1-ethyl-2-benzyloxypropyl]-2,4-dihydro-4-[4-[4-(4-hydroxyphenyl)piperazin-1-yl]phenyl]-3H-1,2,4-triazol-3-one in dimethyl sulfoxide at 35 - 40; for 20 h;Large scale;

Steps:

During synthesis: the synthesis reaction formula of compound 3 is: formula a
Add 132kg DMSO to the 300L reactor, Add 12.0kg of compound 2 with stirring, add 5.6kg of 25% sodium hydroxide solution after the dissolution is complete, stir for 10min, add 12.6kg of compound 1, Heat to 35-40°C to react. Incubate the reaction for 20 hours, detect by TLC (PE:EA=1:3), and show no spots of compound 2, which is regarded as complete. After the reaction is over, the reaction liquid is dripped into 360kg pure water through a dripping device, and the dripping speed is controlled on the dripping device. The speed is 2-5s per drop. While adding dropwise, the purified water is cooled to 0-5°C through a cooling device, kept for 1 hour, and filtered, And use 120kg pure water to fully wash the filter cake, the filter cake does not need to be dried directly according to 100% yield directly proceed to the next step reaction.

References:

Zhengzhou Taifeng Pharmaceutical Co., Ltd.;Sha Wei;Liang Jianhua;Wu Jinping;Jing Beibei;Yuan Laiqi;Ma Zongpu CN112110904, 2020, A Location in patent:Paragraph 0008; 0013-0015

184177-83-1 Synthesis

184177-83-1
322 suppliers
$12.00/100mg