Vaniprevir

Vaniprevir Suppliers list
Company Name: career henan chemical co
Tel: +86-0371-86658258 +8613203830695
Email: sales@coreychem.com
Products Intro: Product Name: MK 7009
CAS:923590-37-8
Purity:98% Package:1KG;1USD
Company Name: Chongqing Chemdad Co., Ltd
Tel: +86-023-6139-8061 +86-86-13650506873
Email: sales@chemdad.com
Products Intro: Product Name:MK 7009
CAS:923590-37-8
Purity:0.98 Package:1kg,2kg,5kg,10kg,25kg
Company Name: CONIER CHEM AND PHARMA LIMITED
Tel: +8618523575427
Email: sales@conier.com
Products Intro: Product Name:vaniprevir
CAS:923590-37-8
Purity:0.99 Package:1kg
Company Name: Xi'an MC Biotech, Co., Ltd.
Tel: 029-89275612 +8618991951683
Email: mcbio_sales@163.com
Products Intro: Product Name:Vaniprevir
CAS:923590-37-8
Purity:98% Package:1G;10G;1KG,5KG,10KG
Company Name: Baoji Guokang Bio-Technology Co., Ltd.
Tel: 0917-3909592 13892490616
Email: gksales1@gk-bio.com
Products Intro: Product Name:Vaniprevir
CAS:923590-37-8
Purity:0.99 Package:5KG;1KG

Vaniprevir manufacturers

  • Vaniprevir
  • Vaniprevir pictures
  • $15.00 / 1KG
  • 2021-07-13
  • CAS:923590-37-8
  • Min. Order: 1KG
  • Purity: 99%+ HPLC
  • Supply Ability: Monthly supply of 1 ton
  • Vaniprevir
  • Vaniprevir pictures
  • $15.00 / 1KG
  • 2021-07-10
  • CAS:923590-37-8
  • Min. Order: 1KG
  • Purity: 99%+ HPLC
  • Supply Ability: Monthly supply of 1 ton
  • MK 7009
  • 	MK 7009 pictures
  • $1.00 / 1KG
  • 2019-07-06
  • CAS:923590-37-8
  • Min. Order: 1G
  • Purity: 98%
  • Supply Ability: 100KG
Vaniprevir Basic information
Product Name:Vaniprevir
Synonyms:MK 7009/Vaniprevir;Vaniprevir(MK-7009);MK 7009;Vaniprevir;(1R,2R)-N-[[[6-(2-Carboxy-2,3-dihydro-1H-isoindol-4-yl)-2,2-dimethylhexyl]oxy]carbonyl]-3-methyl-L-valyl-(4R)-4-hydroxy-L-prolyl-1-amino-N-(cyclopropylsulfonyl)-2-ethylcyclopropanecarboxamide (1-2)-lactone;MK-7009;MK7009;MK 7009;Cyclopropanecarboxamide, N-[[[6-(2-carboxy-2,3-dihydro-1H-isoindol-4-yl)-2,2-dimethylhexyl]oxy]carbonyl]-3-methyl-L-valyl-(4R)-4-hydroxy-L-prolyl-1-amino-N-(cyclopropylsulfonyl)-2-ethyl-, (1→2)-lactone, (1R,2R)-
CAS:923590-37-8
MF:C38H55N5O9S
MW:757.94
EINECS:
Product Categories:API
Mol File:923590-37-8.mol
Vaniprevir Structure
Vaniprevir Chemical Properties
Melting point 175-177 °C
density 1.33
storage temp. Store at -20°C
solubility Soluble in DMSO
form Powder
pka4.58±0.40(Predicted)
color White to off-white
Safety Information
MSDS Information
Vaniprevir Usage And Synthesis
DescriptionVaniprevir, which was approved in Japan in 2014 and sold under the trade name Vanihep®, is one of several structurallyrelated macrocycles developed for the treatment of patients afflicted with the hepatitis C virus. Specifically, the drug is indicated for patients with untreated, interferon-unresponsive, or relapsed genotype 1 chronic hepatitis C. Similar to asunaprevir (IV), vaniprevir is a NS3/4A protease inhibitor, and thus has a comparable mechanism of action.
UsesVaniprevir is an antiviral therapy against hepatitis C.
SynthesisBeginning with commercial bis-benzylbromide 311, subjection to benzylamine under basic conditions followed by acidification afford the isoindoline as the toluene sulfonic acid salt 312. This salt was then freebased and acylative removal of the benzyl protecting group took place through the use of acetyl chloride. Hydrochloric acid in refluxing methanol removed the acetamide to liberate indoline 313, which was isolated as the HCl salt. Next, exposure of 313 to alcohol 314 in the presence of CDI and warm DMF gave rise to carbamate 315. This was followed by Heck installation of n-hexenyl fragment 316 and subsequent hydrogenation of the olefin with concomitant removal of the benzoyl carbamate protecting group delivered macrocycle precursor 317. Next, an intramolecular lactamization reaction furnished the macrocyclic system and this was followed by saponification of the prolinate ester to give 318. This acid was then coupled with cyclopropylamine 319 under standard coupling conditions to furnish vaniprevir in 87% yield.
The preparation of hexenyl fragment 316 started with the lithiation of commercially available ethyl isobutyrate (320) and alkylative quench with 1-bromo-4-butene to provide hexenyl ester 321. Next, DIBAL reduction followed by CDI-mediated carbamate formation with L-t-leucine and subsequent treatment with dicyclohexylamine (DCHA) furnished the key hexenyl fragment 316.
Synthesis_923590-37-8
The assembly of cyclopropylamine 319 stems from cyclopropyl fragment 34, whose synthesis was described in Scheme 5. Hydrogenation of this system to saturate the double bond was followed by treatment with toluenesulfonic acid to remove the Boc group, furnishing the tosylate salt in good yield for the two step sequence.
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Vaniprevir Preparation Products And Raw materials
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