9-hydroxymethyl-7-methoxy-1,2-dihydro-1a,1a-dimethyl-3H-1,2-cyclopropapyrrolo<1,2-a>indole-5,8-dione phenyl carbonate

Base Information

Chemical Name:9-hydroxymethyl-7-methoxy-1,2-dihydro-1a,1a-dimethyl-3H-1,2-cyclopropapyrrolo<1,2-a>indole-5,8-dione phenyl carbonate
CAS No.:158046-82-3
Molecular Formula:C₂₃H₂₁NO₆
Molecular Weight:407.423
Hs Code.:

Synonyms:

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Chemical Property of 9-hydroxymethyl-7-methoxy-1,2-dihydro-1a,1a-dimethyl-3H-1,2-cyclopropapyrrolo<1,2-a>indole-5,8-dione phenyl carbonate

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Technology Process of 9-hydroxymethyl-7-methoxy-1,2-dihydro-1a,1a-dimethyl-3H-1,2-cyclopropapyrrolo<1,2-a>indole-5,8-dione phenyl carbonate

There total 13 articles about 9-hydroxymethyl-7-methoxy-1,2-dihydro-1a,1a-dimethyl-3H-1,2-cyclopropapyrrolo<1,2-a>indole-5,8-dione phenyl carbonate 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:

: 2011-06-5
2-benzyloxy-3-methoxybenzaldehyde

: 158046-82-3
9-hydroxymethyl-7-methoxy-1,2-dihydro-1a,1a-dimethyl-3H-1,2-cyclopropapyrrolo<1,2-a>indole-5,8-dione phenyl carbonate

Guidance literature:: Multi-step reaction with 12 steps

1: 72 percent / Na / methanol / -10 deg C, 3 h; 4 deg C, 12 h

2: 84 percent / xylene / 0.75 h

3: 94 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / Heating

4: 66 percent / MnO₂ / CH₂Cl₂ / 12 h / Heating

5: 65 percent / 80 percent NaH / dimethylformamide / 15 h / Ambient temperature

6: 60 percent / methanol / 15 h / 40 °C

7: 1.) 80 percent NaH / 1.) THF, 20 min; 2.) chlorobenzene, reflux, 3.5 h

8: 76 percent / POCl₃ / 1,2-dichloro-ethane / 1.25 h / Heating

9: 55 percent / H₂ / 10 percent Pd-C / ethyl acetate; aq. H₂SO₄ / 2.5 h

10: 86 percent / potassium nitrosodisulfonate / H₂O; acetone / 12 h / Ambient temperature

11: 69 percent / NaBH₄ / methanol / 4 h / Ambient temperature

12: pyridine / 2 h / Ambient temperature

With pyridine; manganese(IV) oxide; sodium tetrahydroborate; lithium aluminium tetrahydride; potassiuim nitrosodisulfonate; hydrogen; sodium; sodium hydride; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; sulfuric acid; water; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; xylene;
DOI:10.1016/S0040-4020(01)90492-2

Reference yield:

: 148-53-8
3-methoxy-2-hydroxybenzaldehyde

: 158046-82-3
9-hydroxymethyl-7-methoxy-1,2-dihydro-1a,1a-dimethyl-3H-1,2-cyclopropapyrrolo<1,2-a>indole-5,8-dione phenyl carbonate

Guidance literature:: Multi-step reaction with 13 steps

1: 95 percent / KOH / ethanol / 12 h / Heating

2: 72 percent / Na / methanol / -10 deg C, 3 h; 4 deg C, 12 h

3: 84 percent / xylene / 0.75 h

4: 94 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / Heating

5: 66 percent / MnO₂ / CH₂Cl₂ / 12 h / Heating

6: 65 percent / 80 percent NaH / dimethylformamide / 15 h / Ambient temperature

7: 60 percent / methanol / 15 h / 40 °C

8: 1.) 80 percent NaH / 1.) THF, 20 min; 2.) chlorobenzene, reflux, 3.5 h

9: 76 percent / POCl₃ / 1,2-dichloro-ethane / 1.25 h / Heating

10: 55 percent / H₂ / 10 percent Pd-C / ethyl acetate; aq. H₂SO₄ / 2.5 h

11: 86 percent / potassium nitrosodisulfonate / H₂O; acetone / 12 h / Ambient temperature

12: 69 percent / NaBH₄ / methanol / 4 h / Ambient temperature

13: pyridine / 2 h / Ambient temperature

With pyridine; manganese(IV) oxide; potassium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; potassiuim nitrosodisulfonate; hydrogen; sodium; sodium hydride; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; sulfuric acid; water; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; xylene;
DOI:10.1016/S0040-4020(01)90492-2

Reference yield:

: 148674-70-8
4-benzyloxy-5-methoxyindole-2-carboxaldehyde

: 158046-82-3
9-hydroxymethyl-7-methoxy-1,2-dihydro-1a,1a-dimethyl-3H-1,2-cyclopropapyrrolo<1,2-a>indole-5,8-dione phenyl carbonate

Guidance literature:: Multi-step reaction with 8 steps

1: 65 percent / 80 percent NaH / dimethylformamide / 15 h / Ambient temperature

2: 60 percent / methanol / 15 h / 40 °C

3: 1.) 80 percent NaH / 1.) THF, 20 min; 2.) chlorobenzene, reflux, 3.5 h

4: 76 percent / POCl₃ / 1,2-dichloro-ethane / 1.25 h / Heating

5: 55 percent / H₂ / 10 percent Pd-C / ethyl acetate; aq. H₂SO₄ / 2.5 h

6: 86 percent / potassium nitrosodisulfonate / H₂O; acetone / 12 h / Ambient temperature

7: 69 percent / NaBH₄ / methanol / 4 h / Ambient temperature

8: pyridine / 2 h / Ambient temperature

With pyridine; sodium tetrahydroborate; potassiuim nitrosodisulfonate; hydrogen; sodium hydride; trichlorophosphate; palladium on activated charcoal; In methanol; sulfuric acid; water; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4020(01)90492-2