Ciluprevir

Base Information

Chemical Name:Ciluprevir
CAS No.:300832-84-2
Molecular Formula:C₄₀H₅₀N₆O₈S
Molecular Weight:774.938
Hs Code.:
UNII:75C8DU40T0
DSSTox Substance ID:DTXSID50870316
Nikkaji Number:J1.964.346H
Wikipedia:Ciluprevir
Wikidata:Q5120036
NCI Thesaurus Code:C76016
Metabolomics Workbench ID:144527
ChEMBL ID:CHEMBL297884
Mol file:300832-84-2.mol

Synonyms:BILN 2061;BILN-2061;BILN2061

Suppliers and Price of Ciluprevir

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Crysdot
Ciluprevir 98+%
5mg
$ 750.00

American Custom Chemicals Corporation
BILN 2061 95.00%
5MG
$ 715.00

Total 12 raw suppliers

Chemical Property of Ciluprevir

Chemical Property:

PKA:3.32±0.60(Predicted)
Density:1.37g/cm³
XLogP3:6.4
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:12
Rotatable Bond Count:10
Exact Mass:774.34108375
Heavy Atom Count:55
Complexity:1420

Purity/Quality:

97% ^*data from raw suppliers

Ciluprevir 98+% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(C)NC1=NC(=CS1)C2=NC3=C(C=CC(=C3)OC)C(=C2)OC4CC5C(=O)NC6(CC6C=CCCCCCC(C(=O)N5C4)NC(=O)OC7CCCC7)C(=O)O
Isomeric SMILES:CC(C)NC1=NC(=CS1)C2=NC3=C(C=CC(=C3)OC)C(=C2)O[C@@H]4C[C@H]5C(=O)N[C@@]6(C[C@H]6/C=C\CCCCC[C@@H](C(=O)N5C4)NC(=O)OC7CCCC7)C(=O)O
Recent ClinicalTrials:Antiviral Efficacy, Pharmacokinetics and Safety of BILN 2061 ZW in Patients With Cirrhosis and Chronic Hepatitis C
Uses Treatment of Hepatitis C infection.

Technology Process of Ciluprevir

There total 54 articles about Ciluprevir 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: 99.0%

: 681145-22-2
(1S,4R,6S,7Z,14S,18R)-14-cyclopentyloxycarbonylamino-18-[2-(2-isopropylamino-thiazol-4-yl)-7-methoxy-quinolin-4-yloxy]-2,15-dioxo-3,16-diaza-tricyclo[14.3.0.0^4,6]nonadec-7-ene-4-carboxylic acid methyl ester

: 300832-84-2
ciluprevir

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 15h;
DOI:10.1021/ol0489907

Reference yield: 80.0%

: N-isopropyl-4-(7-methoxy-4-(phenylsulfonyl)quinolin-2-yl)thiazol-2-amine

: C₂₄H₃₅N₃O₇

: 300832-84-2
ciluprevir

Guidance literature:: With potassium 3,7-dimethyloctan-3-olate; In n-heptane; N,N-dimethyl-formamide; at 20 ℃; for 0.75h;
DOI:10.1021/acs.joc.0c00554

Reference yield:

: 13726-69-7,946610-68-0
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

: 300832-84-2
ciluprevir

Guidance literature:: Multi-step reaction with 9 steps

1: ethyldiisopropylamine; HOBt; EDC / acetonitrile / 1 h / 22 °C

2: triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran / 2 h / 20 °C

3: 19.4 g / HCl / dioxane / 1 h / 20 °C

4: ethyldiisopropylamine; TBTU / CH₂Cl₂ / 1.5 h / 20 °C

5: Hoveyda catalyst / CH₂Cl₂ / 24 h / 40 °C

6: lithium hydroxide / tetrahydrofuran; H₂O / 3 h / -5 - 0 °C

7: triethylamine; DMAP / CH₂Cl₂; toluene / 15 h / 20 °C

8: 10.7 g / Cs₂CO₃; 1-methyl-2-pyrrolidinone / 24 h / 50 °C

9: 90 percent / lithium hydroxide / tetrahydrofuran; H₂O / 8 h / 40 - 45 °C

With 1-methyl-pyrrolidin-2-one; hydrogenchloride; dmap; lithium hydroxide; di-isopropyl azodicarboxylate; benzotriazol-1-ol; caesium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; dichloro(o-isporopoxyphenylmethylene)(triphenylphosphine)ruthenium(II); In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; toluene; acetonitrile; 2: Mitsunobu reaction;
DOI:10.1021/jo060285j