TMC-647055

Base Information

• Chemical Name: TMC-647055
• CAS No.: 1204416-97-6
• Molecular Formula: C32H38N4O6S
• Molecular Weight: 606.743
• Mol file: 1204416-97-6.mol

Synonyms:TMC 647055;TMC-647055;

Chemical Property of TMC-647055

Chemical Property:

• PKA: 5.14±0.20(Predicted)
• PSA: 122.05000
• Density: 1.38±0.1 g/cm3(Predicted)
• LogP: 5.12360
• Solubility.: insoluble in H2O; insoluble in EtOH; ≥72.8 mg/mL in DMSO with gentle warming

Purity/Quality:

98%min ^*data from raw suppliers

TMC647055 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of TMC-647055

There total 10 articles about TMC-647055 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: 78.0%

C35H42N6O6S (1204417-28-6) → 2,19-methano-3,7:4,1-dimetheno-1H,11H-14,10,2,9,11,17-benzoxathiatetraazacyclodocosine-8,18(9H,15H)-dione, 27-cyclohexyl-12,13,16,17-tetrahydro-22-methoxy-11,17-dimethyl-, 10,10-dioxide (1204416-97-6)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃;

Reference yield:

6-[[[2-[2-[(aminosulfonyl)methylamino]ethoxy] ethyl]methylamino]carbonyl]-13-cyclohexyl-3-methoxy-7H-indolo[2,1-a][2]benzazepine-10-carboxylic acid, 1,1-dimethylethyl ester (1204417-26-4) → 2,19-methano-3,7:4,1-dimetheno-1H,11H-14,10,2,9,11,17-benzoxathiatetraazacyclodocosine-8,18(9H,15H)-dione, 27-cyclohexyl-12,13,16,17-tetrahydro-22-methoxy-11,17-dimethyl-, 10,10-dioxide (1204416-97-6)

Guidance literature:

Multi-step reaction with 3 steps

1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

2: tetrahydrofuran / 1 h / 20 °C

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 20 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1002/anie.201200110

Reference yield:

6-[[[2-[2-[(aminosulfonyl)methylamino]ethoxy]ethyl]methylamino]carbonyl]-13-cyclohexyl-3-methoxy-7H-indolo[2,1-a][2]benzazepine-10-carboxylic acid (1204417-27-5) → 2,19-methano-3,7:4,1-dimetheno-1H,11H-14,10,2,9,11,17-benzoxathiatetraazacyclodocosine-8,18(9H,15H)-dione, 27-cyclohexyl-12,13,16,17-tetrahydro-22-methoxy-11,17-dimethyl-, 10,10-dioxide (1204416-97-6)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 1 h / 20 °C

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 20 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; acetonitrile;

DOI:10.1002/anie.201200110

upstream raw materials:

C₃₅H₄₂N₆O₆S

6-[[[2-[2-[(aminosulfonyl)methylamino]ethoxy] ethyl]methylamino]carbonyl]-13-cyclohexyl-3-methoxy-7H-indolo[2,1-a][2]benzazepine-10-carboxylic acid, 1,1-dimethylethyl ester

6-[[[2-[2-[(aminosulfonyl)methylamino]ethoxy]ethyl]methylamino]carbonyl]-13-cyclohexyl-3-methoxy-7H-indolo[2,1-a][2]benzazepine-10-carboxylic acid

7H-indolo[2,1-a][2]benzazepine-6,10-dicarboxylic acid, 13-cyclohexyl-3-methoxy-, 10-(1,1-dimethylethyl) ester

Downstream raw materials:

C₃₂H₄₀N₄O₆S

(19R)-2,19-methano-3,7:4,1-dimetheno-1H,11H-14,10,2,9,11,17-benzoxathiatetraazacyclodocosine-8,18(9H,15H)-dione 27-cyclohexyl-12,13,16,17,19,20-hexahydro-22-methoxy-11,17-dimethyl-10,10-dioxide

(19S)-2,19-methano-3,7:4,1-dimetheno-1H,11H-14,10,2,9,11,17-benzoxathiatetraazacyclodocosine-8,18-(9H,15H)-dione 27-cyclohexyl-12,13,16,17,19,20-hexahydro-22-methoxy-11,17-dimethyl-10,10-dioxide

Refernces

• 1、 Cummings, Maxwell D.,Lin, Tse-I,Hu, Lili,Tahri, Abdellah,McGowan, David,Amssoms, Katie,Last, Stefaan,Devogelaere, Benoit,Rouan, Marie-Claude,Vijgen, Leen,Berke, Jan Martin,Dehertogh, Pascale,Fransen, Els,Cleiren, Erna,Van Der Helm, Liesbet,Fanning, Gregory,Van Emelen, Kristof,Nyanguile, Origene,Simmen, Kenny,Raboisson, Pierre,Vendeville, Sandrine. "Structure-based macrocyclization yields hepatitis C virus NS5B inhibitors with improved binding affinities and pharmacokinetic properties". supporting information; experimental part. p. 4637 - 4640. Retrieved 2012/07/03.
• 2、 -. "MACROCYCLIC INDOLE DERIVATIVES USEFUL AS HEPATITIS C VIRUS INHIBITORS". Page/Page column 40-41. . Retrieved 2010/04/03.