Beclabuvir

Product Name: Beclabuvir
CAS No.: 958002-33-0
Chemical Name: Beclabuvir
Synonyms: Beclabuvir;Beclabuvir(BMS-791325);(1aR,12bS)-8-cyclohexyl-N-[(dimethylamino)sulfonyl]-1,1a,2,12b-tetrahydro-11-methoxy-1a-[(3-methyl-3,8-diazabicyclo[3.2.1]oct-8-yl)carbonyl]-cycloprop[d]indolo[2,1-a][2]benzazepine-5-carboxamide;Cycloprop[d]indolo[2,1-a][2]benzazepine-9-carboxamide, 12-cyclohexyl-N-[(dimethylamino)sulfonyl]-4b,5,5a,6-tetrahydro-3-methoxy-5a-[(3-methyl-3,8-diazabicyclo[3.2.1]oct-8-yl)carbonyl]-, (4bS,5aR)-
CBNumber: CB12717749
Molecular Formula: C36H45N5O5S
Formula Weight: 659.84
MOL File: 958002-33-0.mol

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Beclabuvir Property

Density: 1.45±0.1 g/cm3(Predicted)
storage temp.: Store at -20°C
solubility: DMSO:30.0(Max Conc. mg/mL);45.46(Max Conc. mM)
form: Solid
pka: 4.44±0.40(Predicted)
color: White to off-white

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

ChemScene

Product number: CS-6041
Product name: Beclabuvir
Purity: 99.91%
Packaging: 1mg
Price: $168
Updated: 2021/12/16

ChemScene

Product number: CS-6041
Product name: Beclabuvir
Purity: 99.91%
Packaging: 5mg
Price: $420
Updated: 2021/12/16

ChemScene

Product number: CS-6041
Product name: Beclabuvir
Purity: 99.91%
Packaging: 10mg
Price: $660
Updated: 2021/12/16

ChemScene

Product number: CS-6041
Product name: Beclabuvir
Purity: 99.91%
Packaging: 50mg
Price: $1920
Updated: 2021/12/16

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Beclabuvir Chemical Properties,Usage,Production

Description

Beclabuvir is a non-nucleoside, nonstructural protein 5B (NS5B) polymerase inhibitor approved in Japan as part of a fixed-dose combination product for the treatment of hepatitis C virus (HCV). Upon administration and after intracellular uptake, the drug binds to the allosteric, noncatalytic “Thumb 1” site of NS5B resulting in a decreased rate of viral RNA synthesis and replication.4 Beclabuvir is combined with asunaprevir and declatasvir (both approved in 2014) and was discovered and developed by Bristol-Myers Squibb.

Synthesis

The syntheses of asunaprevir and declatasvir were described in an earlier review article.Condensation of indole-6-carboxylic acid (1) with cyclohexanone under basic conditions gave acid 2 in quantitative yield. Hydrogenation of the double bond in 2 using Pearlman?ˉs catalyst was followed by esterification to give ester 3 in high yield. Bromination of the indole at the 2-position was accomplished with pyridinium tribromide, and this was followed by saponification to provide acid 4. Treatment of 4 with carbonyldiimidazole (CDI) followed by N,N- dimethylsulfamide and 1, 8 - diazabicyclo[5.4.0]undec-7-ene (DBU) gave compound 5 in 74% yield. Suzuki coupling of 5 with commercial boronic acid 6 provided intermediate 7, which converted to hemiaminal 8 upon continued heating in 61% yield. Compound 8 was then treated with methyl 2-(dimethoxyphosphoryl)acrylate (9) to affect a tandem conjugate addition and Horner?Wadsworth? Emmons (HWE) olefination to give ester 10. Alternatively, the Suzuki coupling reaction of 5 with 6 could be stopped at intermediate 7, which could be treated with 9 to promote the tandem conjugate addition/HWE to give 10. Corey?-Chaykovsky cyclopropanation of 10 using sodium hydride and trimethylsulfoxonium iodide followed by chiral separation provided cyclopropane 11 in good yield and >99% enantiomeric excess (ee). Saponification of the methyl ester of 11 followed by coupling with 3-methyl-3,8-diazabicyclo[3.2.1]- octane dihydrochloride (12) gave beclabuvir (I) in high yield.

Beclabuvir Preparation Products And Raw materials

Raw materials

Preparation Products

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Beclabuvir Suppliers

China 24 France 1 India 1 United States 5 USA 1 Global 32

Amadis Chemical Company Limited

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Musechem

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Fan De(Beijing) Biotechnology Co., Ltd.

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Hangzhou Synstar pharmaceutical Technology CO.,Ltd

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Shanghai zhigan biotechnology co., LTD

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TargetMol Chemicals Inc.

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InvivoChem

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ChemeGen(Shanghai) Biotechnology Co.,Ltd.

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Absin Bioscience Inc.

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958002-33-0, BeclabuvirRelated Search:

Beclabuvir

Beclabuvir(BMS-791325)

(1aR,12bS)-8-cyclohexyl-N-[(dimethylamino)sulfonyl]-1,1a,2,12b-tetrahydro-11-methoxy-1a-[(3-methyl-3,8-diazabicyclo[3.2.1]oct-8-yl)carbonyl]-cycloprop[d]indolo[2,1-a][2]benzazepine-5-carboxamide

Cycloprop[d]indolo[2,1-a][2]benzazepine-9-carboxamide, 12-cyclohexyl-N-[(dimethylamino)sulfonyl]-4b,5,5a,6-tetrahydro-3-methoxy-5a-[(3-methyl-3,8-diazabicyclo[3.2.1]oct-8-yl)carbonyl]-, (4bS,5aR)-

958002-33-0

C36H45N5O5S