3-(2-hydroxymethyl-2,3-dihydro-1H-3a-aza-cyclopenta[a]inden-8-yl)-4-phenylamino-pyrrole-2,5-dione

Base Information

Chemical Name:3-(2-hydroxymethyl-2,3-dihydro-1H-3a-aza-cyclopenta[a]inden-8-yl)-4-phenylamino-pyrrole-2,5-dione
CAS No.:257880-21-0
Molecular Formula:C₂₂H₁₉N₃O₃
Molecular Weight:373.411
Hs Code.:

3-(2-hydroxymethyl-2,3-dihydro-1<i>H</i>-3a-aza-cyclopenta[<i>a</i>]inden-8-yl)-4-phenylamino-pyrrole-2,5-dione

Synonyms:3-(2-hydroxymethyl-2,3-dihydro-1H-3a-aza-cyclopenta[a]inden-8-yl)-4-phenylamino-pyrrole-2,5-dione

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Chemical Property of 3-(2-hydroxymethyl-2,3-dihydro-1H-3a-aza-cyclopenta[a]inden-8-yl)-4-phenylamino-pyrrole-2,5-dione

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Technology Process of 3-(2-hydroxymethyl-2,3-dihydro-1H-3a-aza-cyclopenta[a]inden-8-yl)-4-phenylamino-pyrrole-2,5-dione

There total 13 articles about 3-(2-hydroxymethyl-2,3-dihydro-1H-3a-aza-cyclopenta[a]inden-8-yl)-4-phenylamino-pyrrole-2,5-dione 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:

: 3-[2-(tert-butyl-diphenyl-silanyloxymethyl)-2,3-dihydro-1H-3a-aza-cyclopenta[a]inden-8-yl]-4-phenylamino-pyrrole-2,5-dione

: 257880-21-0
3-(2-hydroxymethyl-2,3-dihydro-1H-3a-aza-cyclopenta[a]inden-8-yl)-4-phenylamino-pyrrole-2,5-dione

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1016/j.bmc.2006.05.033

Reference yield:

: 257876-17-8
2-(1H-indol-2-ylmethyl)propane-1,3-diol

: 257880-21-0
3-(2-hydroxymethyl-2,3-dihydro-1H-3a-aza-cyclopenta[a]inden-8-yl)-4-phenylamino-pyrrole-2,5-dione

Guidance literature:: Multi-step reaction with 11 steps

1.1: Lipase PS / 13 h / 20 °C

2.1: imidazole / dimethylformamide / 1.5 h / 20 °C

3.1: K₂CO₃ / methanol / 0.67 h / 20 °C

4.1: pyridine / tetrahydrofuran / 2 h / 0 - 20 °C

5.1: 84 percent / NaH; NaI / dimethylformamide / 12 h / 20 °C

6.1: triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

6.2: aq. ammonia / CH₂Cl₂

7.1: NaBH₄ / ethanol; tetrahydrofuran / 2 h / 20 °C

8.1: triethylsilane; trifluoroacetic acid / CH₂Cl₂ / 2 h / 20 °C

9.1: t-BuOK / tetrahydrofuran / 1 h / 20 °C

10.1: AcOH / 1 h / 100 °C

11.1: tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

With pyridine; 1H-imidazole; triethylsilane; sodium tetrahydroborate; potassium tert-butylate; tetrabutyl ammonium fluoride; sodium hydride; potassium carbonate; acetic acid; triethylamine; trifluoroacetic acid; sodium iodide; Lipase PS; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.05.033

Reference yield:

: 19005-93-7
1H-indol-2-ylcarboxaldehyde

: 257880-21-0
3-(2-hydroxymethyl-2,3-dihydro-1H-3a-aza-cyclopenta[a]inden-8-yl)-4-phenylamino-pyrrole-2,5-dione

Guidance literature:: Multi-step reaction with 14 steps

1.1: 51 percent / piperidine; 4 Angstroem molecular sieves / toluene / 3 h / Heating

2.1: NaBH₄ / tetrahydrofuran / 3.5 h / 0 °C

3.1: LiAlH₄ / tetrahydrofuran / 2 h / 0 °C

4.1: Lipase PS / 13 h / 20 °C

5.1: imidazole / dimethylformamide / 1.5 h / 20 °C

6.1: K₂CO₃ / methanol / 0.67 h / 20 °C

7.1: pyridine / tetrahydrofuran / 2 h / 0 - 20 °C

8.1: 84 percent / NaH; NaI / dimethylformamide / 12 h / 20 °C

9.1: triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

9.2: aq. ammonia / CH₂Cl₂

10.1: NaBH₄ / ethanol; tetrahydrofuran / 2 h / 20 °C

11.1: triethylsilane; trifluoroacetic acid / CH₂Cl₂ / 2 h / 20 °C

12.1: t-BuOK / tetrahydrofuran / 1 h / 20 °C

13.1: AcOH / 1 h / 100 °C

14.1: tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

With piperidine; pyridine; 1H-imidazole; triethylsilane; sodium tetrahydroborate; lithium aluminium tetrahydride; 4 A molecular sieve; potassium tert-butylate; tetrabutyl ammonium fluoride; sodium hydride; potassium carbonate; acetic acid; triethylamine; trifluoroacetic acid; sodium iodide; Lipase PS; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; 1.1: Knoevenagel condensation;
DOI:10.1016/j.bmc.2006.05.033