Peramivir

Base Information

• Chemical Name: Peramivir
• CAS No.: 229614-55-5
• Molecular Formula: C₁₅H₂₈N₄O₄
• Molecular Weight: 328.412
• Mol file: 229614-55-5.mol

Synonyms:Peramivir;(1S,2S,3R,4R)-3-(1-acetaMido-2-ethylbutyl)-4-guanidino-2-hydroxycyclopentanecarboxylic acid;3(R)-[1(S)-AcetaMido-2-ethylbutyl]-4(R)-guanidino-2(S)- hydroxycyclopentane-1(S)-carboxylic acid;(1S,2S,3S,4R)-3-[(1S)-1-AcetaMido-2-ethylbutyl]-4-[(diaMinoMethylene)aMino]-2-hydroxycyclopentanecarboxylic acid

Chemical Property of Peramivir

Chemical Property:

• Refractive Index: 1.613
• PSA: 148.53000
• Density: 1.39g/cm³
• LogP: 1.44240

Purity/Quality:

99.5% ^*data from raw suppliers

Peramivir >99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Peramivir is a new antiviral agent for influenza treatment; it can be used as neuraminidase inhibitor for treating human and avian influenza

Technology Process of Peramivir

There total 12 articles about Peramivir 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: 73.0%

(-)-(1S,2S,3R,4R)-3-[(1S)-1-(Acetylamino)-2-ethylbutyl]-4-({[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)-imino]methyl}amino)-2-hydroxycyclopentanecarboxylic Acid (383910-27-8) → peramivir (229614-55-5,229614-56-6)

Guidance literature:

(-)-(1S,2S,3R,4R)-3-[(1S)-1-(Acetylamino)-2-ethylbutyl]-4-({[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)-imino]methyl}amino)-2-hydroxycyclopentanecarboxylic Acid; With hydrogenchloride; In water; at 0 ℃;

With sodium hydroxide; In water; pH=6 - 7;

Reference yield: 72.0%

(-)-methyl (1S,2S,3R,4R)-3-[(1S)-1-(acetylamino)-2-ethylbutyl]-4-amino-2-hydroxycyclopentanecarboxylate hydrochloride (229614-17-9) + chloroformamidine hydrochloride (29671-92-9) → peramivir (229614-55-5,229614-56-6)

Guidance literature:

(-)-methyl (1S,2S,3R,4R)-3-[(1S)-1-(acetylamino)-2-ethylbutyl]-4-amino-2-hydroxycyclopentanecarboxylate hydrochloride; With sodium hydroxide; In N,N-dimethyl-formamide; at 0 ℃; for 2h;

chloroformamidine hydrochloride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 24.5h;

With sodium hydroxide; In water; N,N-dimethyl-formamide; pH=8.3 - 8.5;

DOI:10.1080/00397911.2012.729279

Reference yield:

C14H25N2O4(1-)*Na(1+) (1116682-13-3) + 1H-1,2,4-triazole-1-carboximidamide monohydrochloride → peramivir (229614-55-5,229614-56-6)

Guidance literature:

C₁₄H₂₅N₂O₄^(1-)*Na⁽¹⁺⁾; 1H-1,2,4-triazole-1-carboximidamide monohydrochloride; In water; for 1h; Industry scale;

With sodium hydroxide; In water; at 20 ℃; pH=8.4;

upstream raw materials:

C₁₄H₂₅N₂O₄^(1-)*Na⁽¹⁺⁾

2-Ethylbutyraldehyde

(-)-(1S,2S,3R,4R)-3-[(1S)-1-(Acetylamino)-2-ethylbutyl]-4-({[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)-imino]methyl}amino)-2-hydroxycyclopentanecarboxylic Acid

(1S,4R)-methyl-4-(2,3-bis(tert-butoxycarbonyl)guanidino)cyclopent-2-ene-carboxylate

Refernces

• 1、 -. "A NOVEL PROCESS FOR THE PREPARATION OF PERAMIVIR AND INTERMEDIATES THEREOF". . . Retrieved 2012/11/13.