1H-Indol-6-ol, 4-[2-(dipropylamino)ethyl]-1-[(4-methylphenyl)sulfonyl]-, 4-methylbenzenesulfonate (ester)

Base Information

Chemical Name:1H-Indol-6-ol, 4-[2-(dipropylamino)ethyl]-1-[(4-methylphenyl)sulfonyl]-, 4-methylbenzenesulfonate (ester)
CAS No.:88132-60-9
Molecular Formula:C30H36N2O5S2
Molecular Weight:568.758
Hs Code.:

Synonyms:

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Chemical Property of 1H-Indol-6-ol, 4-[2-(dipropylamino)ethyl]-1-[(4-methylphenyl)sulfonyl]-, 4-methylbenzenesulfonate (ester)

Chemical Property:

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Technology Process of 1H-Indol-6-ol, 4-[2-(dipropylamino)ethyl]-1-[(4-methylphenyl)sulfonyl]-, 4-methylbenzenesulfonate (ester)

There total 13 articles about 1H-Indol-6-ol, 4-[2-(dipropylamino)ethyl]-1-[(4-methylphenyl)sulfonyl]-, 4-methylbenzenesulfonate (ester) 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:

: 52090-24-1
methyl 2-methyl-3,5-dinitrobenzoate

: 88132-60-9
1-p-toluenesulfonyl-4-<2-(di-n-propylamino)ethyl>-6-(p-toluenesulfonyloxy)indole

Guidance literature:: Multi-step reaction with 13 steps

1: 60 percent / HCO₂NHEt₃ / 5percent Pd/C / acetonitrile / Heating

2: 70 percent / 48percent HBF₄, tert-butyl nitrite / ethanol / 0.5 h / 0 °C

3: Cu(NO₃)2*3H₂O, Cu₂O, 0.1 N H₂SO₄ / 0.25 h

4: 95 percent / K₂CO₃ / acetone / 3.5 h / Ambient temperature

5: 61 percent / dimethylformamide / 0.67 h / 115 °C

6: 50 percent / H₂ / 5percent Pd/C / benzene / 3 h

7: K₂CO₃ / acetone / 4 h / Ambient temperature

8: LiAlH₄ / tetrahydrofuran / 0 °C

9: 84 percent / MnO₂ / CH₂Cl₂ / 2 h

10: 1.) n-BuLi / 1.) THF, hexane, RT, 0.5 h, 2.) THF, hexane, RT, 0.75 h

11: NaOH, tetra-n-butylammonium bisulfate / CH₂Cl₂

12: Hg(OAc)2 / benzene / 5 h / 45 °C

13: NaCNBH₃, AcOH / acetonitrile / 0.17 h / pH 7

With copper(I) oxide; manganese(IV) oxide; sodium hydroxide; lithium aluminium tetrahydride; tetrafluoroboric acid; n-butyllithium; tert.-butylnitrite; sulfuric acid; mercury(II) diacetate; hydrogen; tetra(n-butyl)ammonium hydrogensulfate; triethylammonium formate; sodium cyanoborohydride; potassium carbonate; copper(II) nitrate; acetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile; benzene;
DOI:10.1021/jm00369a026

Reference yield:

: 88132-51-8
methyl 5-hydroxy-2-methyl-3-nitrobenzoate

: 88132-60-9
1-p-toluenesulfonyl-4-<2-(di-n-propylamino)ethyl>-6-(p-toluenesulfonyloxy)indole

Guidance literature:: Multi-step reaction with 10 steps

1: 95 percent / K₂CO₃ / acetone / 3.5 h / Ambient temperature

2: 61 percent / dimethylformamide / 0.67 h / 115 °C

3: 50 percent / H₂ / 5percent Pd/C / benzene / 3 h

4: K₂CO₃ / acetone / 4 h / Ambient temperature

5: LiAlH₄ / tetrahydrofuran / 0 °C

6: 84 percent / MnO₂ / CH₂Cl₂ / 2 h

7: 1.) n-BuLi / 1.) THF, hexane, RT, 0.5 h, 2.) THF, hexane, RT, 0.75 h

8: NaOH, tetra-n-butylammonium bisulfate / CH₂Cl₂

9: Hg(OAc)2 / benzene / 5 h / 45 °C

10: NaCNBH₃, AcOH / acetonitrile / 0.17 h / pH 7

With manganese(IV) oxide; sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; mercury(II) diacetate; hydrogen; tetra(n-butyl)ammonium hydrogensulfate; sodium cyanoborohydride; potassium carbonate; acetic acid; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile; benzene;
DOI:10.1021/jm00369a026

Reference yield:

: 88132-48-3
methyl 5-amino-2-methyl-3-nitrobenzoate

: 88132-60-9
1-p-toluenesulfonyl-4-<2-(di-n-propylamino)ethyl>-6-(p-toluenesulfonyloxy)indole

Guidance literature:: Multi-step reaction with 12 steps

1: 70 percent / 48percent HBF₄, tert-butyl nitrite / ethanol / 0.5 h / 0 °C

2: Cu(NO₃)2*3H₂O, Cu₂O, 0.1 N H₂SO₄ / 0.25 h

3: 95 percent / K₂CO₃ / acetone / 3.5 h / Ambient temperature

4: 61 percent / dimethylformamide / 0.67 h / 115 °C

5: 50 percent / H₂ / 5percent Pd/C / benzene / 3 h

6: K₂CO₃ / acetone / 4 h / Ambient temperature

7: LiAlH₄ / tetrahydrofuran / 0 °C

8: 84 percent / MnO₂ / CH₂Cl₂ / 2 h

9: 1.) n-BuLi / 1.) THF, hexane, RT, 0.5 h, 2.) THF, hexane, RT, 0.75 h

10: NaOH, tetra-n-butylammonium bisulfate / CH₂Cl₂

11: Hg(OAc)2 / benzene / 5 h / 45 °C

12: NaCNBH₃, AcOH / acetonitrile / 0.17 h / pH 7

With copper(I) oxide; manganese(IV) oxide; sodium hydroxide; lithium aluminium tetrahydride; tetrafluoroboric acid; n-butyllithium; tert.-butylnitrite; sulfuric acid; mercury(II) diacetate; hydrogen; tetra(n-butyl)ammonium hydrogensulfate; sodium cyanoborohydride; potassium carbonate; copper(II) nitrate; acetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile; benzene;
DOI:10.1021/jm00369a026