methyl 4-(5,8-dimethoxy-7-nitroquinolin-2-yl)-1-methyl-5-tosyl-γ-carboline-3-carboxylate

Base Information

Chemical Name:methyl 4-(5,8-dimethoxy-7-nitroquinolin-2-yl)-1-methyl-5-tosyl-γ-carboline-3-carboxylate
CAS No.:1311160-28-7
Molecular Formula:C₃₂H₂₆N₄O₈S
Molecular Weight:626.646
Hs Code.:

Synonyms:methyl 4-(5,8-dimethoxy-7-nitroquinolin-2-yl)-1-methyl-5-tosyl-γ-carboline-3-carboxylate

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Chemical Property of methyl 4-(5,8-dimethoxy-7-nitroquinolin-2-yl)-1-methyl-5-tosyl-γ-carboline-3-carboxylate

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Technology Process of methyl 4-(5,8-dimethoxy-7-nitroquinolin-2-yl)-1-methyl-5-tosyl-γ-carboline-3-carboxylate

There total 15 articles about methyl 4-(5,8-dimethoxy-7-nitroquinolin-2-yl)-1-methyl-5-tosyl-γ-carboline-3-carboxylate 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: 67.0%

: 17640-15-2
methyl cyanoformate

: 1311160-02-7
N-[(5,8-dimethoxy-7-nitroquinolin-2-yl)ethynyl]-N-[2-(prop-1-ynyl)phenyl]-p-toluenesulfonamide

: 1311160-28-7
methyl 4-(5,8-dimethoxy-7-nitroquinolin-2-yl)-1-methyl-5-tosyl-γ-carboline-3-carboxylate

: 1311160-18-5
methyl 1-(5,8-dimethoxy-7-nitroquinolin-2-yl)-4-methyl-9-tosyl-β-carboline-3-carboxylate

Guidance literature:: With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In dichloromethane; at 20 ℃; for 13h;
DOI:10.1002/ejoc.201100131

Reference yield:

: 1311160-08-3
5,8-dimethoxy-7-nitroquinolin-2(1H)-one

: 1311160-28-7
methyl 4-(5,8-dimethoxy-7-nitroquinolin-2-yl)-1-methyl-5-tosyl-γ-carboline-3-carboxylate

: 1311160-18-5
methyl 1-(5,8-dimethoxy-7-nitroquinolin-2-yl)-4-methyl-9-tosyl-β-carboline-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: trichlorophosphate / N,N-dimethyl-formamide / 0.5 h / 120 °C

2.1: acetyl chloride; sodium iodide / acetonitrile / 3.5 h / 60 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.55 h / -78 - -40 °C

3.2: 0.5 h

3.3: 3 h

4.1: bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / dichloromethane / 13 h / 20 °C

With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; acetyl chloride; sodium iodide; lithium hexamethyldisilazane; trichlorophosphate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 3.3: Negishi coupling reaction;
DOI:10.1002/ejoc.201100131

Reference yield:

: 1311160-09-4
2-chloro-5,8-dimethoxy-7-nitroquinoline

: 1311160-28-7
methyl 4-(5,8-dimethoxy-7-nitroquinolin-2-yl)-1-methyl-5-tosyl-γ-carboline-3-carboxylate

: 1311160-18-5
methyl 1-(5,8-dimethoxy-7-nitroquinolin-2-yl)-4-methyl-9-tosyl-β-carboline-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: acetyl chloride; sodium iodide / acetonitrile / 3.5 h / 60 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.55 h / -78 - -40 °C

2.2: 0.5 h

2.3: 3 h

3.1: bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / dichloromethane / 13 h / 20 °C

With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; acetyl chloride; sodium iodide; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; acetonitrile; 2.3: Negishi coupling reaction;
DOI:10.1002/ejoc.201100131