[(4R/S)-(3-chloro-4-hydroxy-7-oxo-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-4-yl)]methyl 4-methylbenzenesulfonate

Base Information

Chemical Name:[(4R/S)-(3-chloro-4-hydroxy-7-oxo-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-4-yl)]methyl 4-methylbenzenesulfonate
CAS No.:943025-84-1
Molecular Formula:C₁₈H₁₅ClN₂O₅S
Molecular Weight:406.846
Hs Code.:

Synonyms:[(4R/S)-(3-chloro-4-hydroxy-7-oxo-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-4-yl)]methyl 4-methylbenzenesulfonate

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Chemical Property of [(4R/S)-(3-chloro-4-hydroxy-7-oxo-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-4-yl)]methyl 4-methylbenzenesulfonate

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Technology Process of [(4R/S)-(3-chloro-4-hydroxy-7-oxo-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-4-yl)]methyl 4-methylbenzenesulfonate

There total 10 articles about [(4R/S)-(3-chloro-4-hydroxy-7-oxo-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-4-yl)]methyl 4-methylbenzenesulfonate 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:

: 943025-65-8
(4R/S)-3-chloro-4-hydroxy-4-(hydroxymethyl)-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one

: 98-59-9
p-toluenesulfonyl chloride

: 943025-84-1
[(4R/S)-(3-chloro-4-hydroxy-7-oxo-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-4-yl)]methyl 4-methylbenzenesulfonate

Guidance literature:: With triethylamine; di(n-butyl)tin oxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; for 3h;

Reference yield:

: 724789-95-1
methyl 2-[3-chloro-6-(methyloxy)-[1,5]naphthyridin-4-yl]-2-propenoate

: 943025-84-1
[(4R/S)-(3-chloro-4-hydroxy-7-oxo-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-4-yl)]methyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 5 steps

1.1: N,N,N',N'-tetramethylguanidine / N,N-dimethyl-formamide / 4 h / 80 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / -70 - 0 °C

2.2: 1 h / 20 °C

3.1: p-toluenesulfonylanhydride; N-ethyl-N,N-diisopropylamine / dichloromethane / 63 h / 0 - 20 °C

4.1: AD-mix β; AD-mix α / water; tert-butyl alcohol

4.2: 1 h

5.1: di(n-butyl)tin oxide; triethylamine / tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide / 3 h

With lithium aluminium tetrahydride; AD-mix β; AD-mix α; p-toluenesulfonylanhydride; di(n-butyl)tin oxide; triethylamine; N-ethyl-N,N-diisopropylamine; N,N,N',N'-tetramethylguanidine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;

Reference yield:

: 943025-79-4
dimethyl [3-chloro-6-(methyloxy)-[1,5]naphthyridin-4-yl]propanedioate

: 943025-84-1
[(4R/S)-(3-chloro-4-hydroxy-7-oxo-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-4-yl)]methyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 7 steps

1.1: water; lithium chloride / dimethyl sulfoxide / 16 h / 100 °C

2.1: N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate / cyclohexane / 24 h / 80 °C

3.1: N,N,N',N'-tetramethylguanidine / N,N-dimethyl-formamide / 4 h / 80 °C

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / -70 - 0 °C

4.2: 1 h / 20 °C

5.1: p-toluenesulfonylanhydride; N-ethyl-N,N-diisopropylamine / dichloromethane / 63 h / 0 - 20 °C

6.1: AD-mix β; AD-mix α / water; tert-butyl alcohol

6.2: 1 h

7.1: di(n-butyl)tin oxide; triethylamine / tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide / 3 h

With lithium aluminium tetrahydride; AD-mix β; AD-mix α; p-toluenesulfonylanhydride; N-benzyl-N,N,N-triethylammonium chloride; water; di(n-butyl)tin oxide; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; N,N,N',N'-tetramethylguanidine; In tetrahydrofuran; dichloromethane; cyclohexane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; tert-butyl alcohol;