Daclatasvir Impurity 4

Base Information

• Chemical Name: Daclatasvir Impurity 4
• CAS No.: 1009107-27-0
• Molecular Formula: C₄₀H₅₀N₈O₆
• Molecular Weight: 738.887
• Mol file: 1009107-27-0.mol

Synonyms:

Chemical Property of Daclatasvir Impurity 4

Chemical Property:

• Boiling Point: 1071.2±65.0 °C(Predicted)
• PKA: 10.92±0.46(Predicted)
• Density: 1.249±0.06 g/cm3(Predicted)

Purity/Quality:

99.90% ^*data from raw suppliers

DaclatasvirRSSRIsomer ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Daclatasvir RSSR Isomer is an isomer of Daclatasvir (D101500); a compound that inhibits the HCV protein NS5A, and thus can be used as a drug candidate for the treatment of hepatitis C (HCV).

Technology Process of Daclatasvir Impurity 4

There total 9 articles about Daclatasvir Impurity 4 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: 99.5%

methyl N-[(2S)-1-[(2S)-2-[5-[4-[4-[2-[(2S)-1-[(2S)-2-(methoxycarbonylamino)-3-methylbutanoyl]pyrrolidin-2-yl]-1H-imidazol-5-yl]phenyl]phenyl]-1H-imidazol-2-yl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate hydrochloride (1009119-83-8) + N-methoxycarbonyl-L-valine (111398-44-8,74761-42-5) → daclatasvir (1009107-27-0,1417333-83-5,1009117-26-3,1214735-16-6,1417333-58-4,1417333-63-1)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; ethyl cyanoglyoxylate-2-oxime; In ethanol; at 10 - 35 ℃; Reagent/catalyst; Solvent;

Reference yield: 98.7%

C40H50N4O12 → daclatasvir (1009107-27-0,1417333-83-5,1009117-26-3,1214735-16-6,1417333-58-4,1417333-63-1)

Guidance literature:

With ammonium acetate; In 5,5-dimethyl-1,3-cyclohexadiene; at 110 ℃; for 3h; pH=4 - 5; Temperature; Inert atmosphere; Large scale;

Reference yield: 84.0%

C40H50N4O12 → daclatasvir (1009107-27-0,1417333-83-5,1009117-26-3,1214735-16-6,1417333-58-4,1417333-63-1)

Guidance literature:

With ammonium acetate; In acetonitrile; at 160 ℃; for 0.0533333h; under 12751.3 Torr; Flow reactor;

DOI:10.1039/c9cc06127d

upstream raw materials:

methyl chloroformate

methyl N-[(2S)-1-[(2S)-2-[5-[4-[4-[2-[(2S)-1-[(2S)-2-(methoxycarbonylamino)-3-methylbutanoyl]pyrrolidin-2-yl]-1H-imidazol-5-yl]phenyl]phenyl]-1H-imidazol-2-yl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate

2-[(2S)-pyrrolidin-2-yl]-5-[4-(4-{2-[(2S)-pyrrolidin-2-yl]-1H-imidazol-5-yl}phenyl)phenyl]-1H-imidazole

N-methoxycarbonyl-L-valine

Downstream raw materials:

C₄₀H₄₈Br₂N₈O₆

Refernces

• 1、 -. "DACLATASVIR FREE BASE AND PROCESS FOR THE PREPARATION THEREOF". . . Retrieved 2017/03/08.
• 2、 -. "POLYMORPHIC FORMS OF METHYL((1S)-1-(((2S)-2-(5-(4'-(2-((2S)-1-((2S)-2-((METHOXYCARBONYL)AMINO)-3-METHYLBUTANOYL)-2-PYRROLIDINYL)-1H-IMIDAZOL-5-YL)-4-BIPHENYLYL)-1H-IMIDAZOL-2-YL)-1-PYRROLIDINYL) CARBONYL)-2-METHYLPROPYL)CARBAMATE AND SALTS THEREOF". Page/Page column 27. . Retrieved 2016/07/27.