3-(N-trifluoromethanesulfonyl)-7-hydroxy-9-benzyloxy-2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinoline

Base Information

Chemical Name:3-(N-trifluoromethanesulfonyl)-7-hydroxy-9-benzyloxy-2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinoline
CAS No.:306961-44-4
Molecular Formula:C₂₀H₂₀F₃NO₄S
Molecular Weight:427.444
Hs Code.:

Synonyms:3-(N-trifluoromethanesulfonyl)-7-hydroxy-9-benzyloxy-2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinoline

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Chemical Property of 3-(N-trifluoromethanesulfonyl)-7-hydroxy-9-benzyloxy-2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinoline

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Technology Process of 3-(N-trifluoromethanesulfonyl)-7-hydroxy-9-benzyloxy-2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinoline

There total 10 articles about 3-(N-trifluoromethanesulfonyl)-7-hydroxy-9-benzyloxy-2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinoline 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:

: 306961-29-5
1-(3-butenyl)-6-methoxy-1,2,3,4-tetrahydroisoquinoline

: 306961-44-4
3-(N-trifluoromethanesulfonyl)-7-hydroxy-9-benzyloxy-2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinoline

Guidance literature:: Multi-step reaction with 9 steps

1.1: 76 percent / triethylamine / CH₂Cl₂ / 2 h / -78 °C

2.1: m-CPBA / CH₂Cl₂ / 18 h / 20 °C

3.1: 73 percent / tin tetrachloride / CH₂Cl₂ / 3.5 h / -20 - 0 °C

4.1: 28.1 g / tri-tert-butylphosphine / tetrahydrofuran / 1 h / 20 °C

5.1: 12.0 g / m-CPBA; aq. NaHCO₃ / CH₂Cl₂ / 1.08 h / 0 - 20 °C

6.1: OsO₄ / dioxane; H₂O / 0.08 h / 20 °C

6.2: 53 percent / NaIO₄ / dioxane; H₂O / 3 h / 20 °C

7.1: 100 percent / LiAlH₄ / diethyl ether; tetrahydrofuran / 0.5 h / 20 °C

8.1: BBr₃ / CH₂Cl₂ / 4.5 h / -78 - 20 °C

9.1: K₂CO₃ / dimethylsulfoxide / 20 h / 20 °C

With osmium(VIII) oxide; lithium aluminium tetrahydride; tri-tert-butyl phosphine; boron tribromide; tin(IV) chloride; sodium hydrogencarbonate; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; water; dimethyl sulfoxide; 1.1: Addition / 2.1: Epoxidation / 3.1: Cyclization / 4.1: Substitution / 5.1: Oxidation / 6.1: Oxidation / 6.2: Oxidation / 7.1: Reduction / 8.1: demethylation / 9.1: Alkylation;
DOI:10.1021/jo991162k

Reference yield:

: 306961-28-4
1-but-3-enyl-6-methoxy-3,4-dihydro-isoquinoline

: 306961-44-4
3-(N-trifluoromethanesulfonyl)-7-hydroxy-9-benzyloxy-2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinoline

Guidance literature:: Multi-step reaction with 10 steps

1.1: 31.6 g / sodium cyanoborohydride / acetic acid / 2 h / 20 °C

2.1: 76 percent / triethylamine / CH₂Cl₂ / 2 h / -78 °C

3.1: m-CPBA / CH₂Cl₂ / 18 h / 20 °C

4.1: 73 percent / tin tetrachloride / CH₂Cl₂ / 3.5 h / -20 - 0 °C

5.1: 28.1 g / tri-tert-butylphosphine / tetrahydrofuran / 1 h / 20 °C

6.1: 12.0 g / m-CPBA; aq. NaHCO₃ / CH₂Cl₂ / 1.08 h / 0 - 20 °C

7.1: OsO₄ / dioxane; H₂O / 0.08 h / 20 °C

7.2: 53 percent / NaIO₄ / dioxane; H₂O / 3 h / 20 °C

8.1: 100 percent / LiAlH₄ / diethyl ether; tetrahydrofuran / 0.5 h / 20 °C

9.1: BBr₃ / CH₂Cl₂ / 4.5 h / -78 - 20 °C

10.1: K₂CO₃ / dimethylsulfoxide / 20 h / 20 °C

With osmium(VIII) oxide; lithium aluminium tetrahydride; tri-tert-butyl phosphine; boron tribromide; tin(IV) chloride; sodium cyanoborohydride; sodium hydrogencarbonate; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; water; acetic acid; dimethyl sulfoxide; 1.1: Reduction / 2.1: Addition / 3.1: Epoxidation / 4.1: Cyclization / 5.1: Substitution / 6.1: Oxidation / 7.1: Oxidation / 7.2: Oxidation / 8.1: Reduction / 9.1: demethylation / 10.1: Alkylation;
DOI:10.1021/jo991162k

Reference yield:

: 306961-27-3
pent-4-enoic acid [2-(3-methoxy-phenyl)-ethyl]-amide

: 306961-44-4
3-(N-trifluoromethanesulfonyl)-7-hydroxy-9-benzyloxy-2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinoline

Guidance literature:: Multi-step reaction with 11 steps

1.1: 32.8 g / POCl₃ / acetonitrile / 1.5 h / Heating

2.1: 31.6 g / sodium cyanoborohydride / acetic acid / 2 h / 20 °C

3.1: 76 percent / triethylamine / CH₂Cl₂ / 2 h / -78 °C

4.1: m-CPBA / CH₂Cl₂ / 18 h / 20 °C

5.1: 73 percent / tin tetrachloride / CH₂Cl₂ / 3.5 h / -20 - 0 °C

6.1: 28.1 g / tri-tert-butylphosphine / tetrahydrofuran / 1 h / 20 °C

7.1: 12.0 g / m-CPBA; aq. NaHCO₃ / CH₂Cl₂ / 1.08 h / 0 - 20 °C

8.1: OsO₄ / dioxane; H₂O / 0.08 h / 20 °C

8.2: 53 percent / NaIO₄ / dioxane; H₂O / 3 h / 20 °C

9.1: 100 percent / LiAlH₄ / diethyl ether; tetrahydrofuran / 0.5 h / 20 °C

10.1: BBr₃ / CH₂Cl₂ / 4.5 h / -78 - 20 °C

11.1: K₂CO₃ / dimethylsulfoxide / 20 h / 20 °C

With osmium(VIII) oxide; lithium aluminium tetrahydride; tri-tert-butyl phosphine; boron tribromide; tin(IV) chloride; sodium cyanoborohydride; sodium hydrogencarbonate; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; water; acetic acid; dimethyl sulfoxide; acetonitrile; 1.1: Cyclization / 2.1: Reduction / 3.1: Addition / 4.1: Epoxidation / 5.1: Cyclization / 6.1: Substitution / 7.1: Oxidation / 8.1: Oxidation / 8.2: Oxidation / 9.1: Reduction / 10.1: demethylation / 11.1: Alkylation;
DOI:10.1021/jo991162k