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,

Base Information

• Chemical Name: 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,
• CAS No.: 184177-83-1
• Molecular Formula: C30H35N5O3
• Molecular Weight: 513.64
• Mol file: 184177-83-1.mol

Synonyms:3H-1,2,4-Triazol-3-one,2-[1-ethyl-2-(phenylmethoxy)propyl]-2,4-dihydro-4-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-,[S-(R*,R*)]- (9CI);

Chemical Property of 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,

Chemical Property:

• Appearance/Colour: Grey solid
• Refractive Index: 1.632
• Boiling Point: 685.351 °C at 760 mmHg
• PKA: 12.18±0.30(Predicted)
• Flash Point: 368.287 °C
• PSA: 75.76000
• Density: 1.224 g/cm³
• LogP: 4.75260
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

2-[(1S,2S)-1-Ethyl-2-(phenylmethoxy)propyl]-2,4-dihydro-4-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-3H-1,2,4-triazol-3-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Intermediate in the preparation of Posaconazole (P689600).

Technology Process of 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,

There total 37 articles about 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, 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: 82.0%

C29H37N5O3 → 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 (184177-83-1)

Guidance literature:

With formic acid; trimethyl orthoformate; at 10 ℃; for 8h; Reflux; Large scale;

Reference yield: 82.0%

formic acid (64-18-6) + C29H37N5O3 → 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 (184177-83-1)

Guidance literature:

With trimethyl orthoformate; at 10 - 15 ℃; for 8h; Reflux; Large scale;

Reference yield: 80.0%

2-((2S,3S)-2-(benzyloxy)-3-pentyl)-4-(4-(4-(4-aminophenyl)piperazin-1-yl)phenyl)-2,4-dihydro-1,2,4-triazole-3(4H)-one → 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 (184177-83-1)

Guidance literature:

With sulfuric acid; sodium nitrite; In water; at 0 - 80 ℃; Inert atmosphere;

upstream raw materials:

phenyl N-(4-(4-(4-hydroxyphenyl)-1-piperazinyl)phenyl)carbamate

N’-[(1S,2S)-2-(benzyloxy)-1-ethylpropyl]formic hydrazide

1-(4-aminophenyl)-4-(4-hydroxyphenyl)piperazine

methyl (S)-2-(benzyloxy)propanoate

Downstream raw materials:

4-(4-(4-(4-(((3R,5R)-5-((1H-1,2,4-triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methoxy)phenyl)piperazin-1-yl)phenyl)-1-((2S,3S)-2-(benzyloxy)pentan-3-yl)-1H-1,2,4-triazol-5(4H)-one

posaconazote

Refernces

• 1、 -. "Preparation method of posaconazole intermediate". Paragraph 0029-0031; 0036-0037. . Retrieved 2021/04/21.
• 2、 -. "A PROCESS FOR THE MANUFACTURE OF POSACONAZOLE". Page/Page column 12; 22; 23. . Retrieved 2019/05/10.