(S)-2-(tert-butyldiphenylsilyloxymethyl)-2,3-dihydro-1H-pyrrolo[1,2-a]indole

Base Information

Chemical Name:(S)-2-(tert-butyldiphenylsilyloxymethyl)-2,3-dihydro-1H-pyrrolo[1,2-a]indole
CAS No.:257876-32-7
Molecular Formula:C₂₈H₃₁NOSi
Molecular Weight:425.646
Hs Code.:

Synonyms:(S)-2-(tert-butyldiphenylsilyloxymethyl)-2,3-dihydro-1H-pyrrolo[1,2-a]indole

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-2-(tert-butyldiphenylsilyloxymethyl)-2,3-dihydro-1H-pyrrolo[1,2-a]indole

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Technology Process of (S)-2-(tert-butyldiphenylsilyloxymethyl)-2,3-dihydro-1H-pyrrolo[1,2-a]indole

There total 8 articles about (S)-2-(tert-butyldiphenylsilyloxymethyl)-2,3-dihydro-1H-pyrrolo[1,2-a]indole 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: 84.0%

: methanesulfonic acid 3-(tert-butyl-diphenyl-silanyloxy)-2-(1H-indol-2-ylmethyl)-propyl ester

: 257876-32-7
(S)-2-(tert-butyldiphenylsilyloxymethyl)-2,3-dihydro-1H-pyrrolo[1,2-a]indole

Guidance literature:: With sodium hydride; sodium iodide; In N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1016/j.bmc.2006.05.033

Reference yield:

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

: 257876-32-7
(S)-2-(tert-butyldiphenylsilyloxymethyl)-2,3-dihydro-1H-pyrrolo[1,2-a]indole

Guidance literature:: Multi-step reaction with 5 steps

1: Lipase PS / 13 h / 20 °C

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

3: K₂CO₃ / methanol / 0.67 h / 20 °C

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

5: 84 percent / NaH; NaI / dimethylformamide / 12 h / 20 °C

With pyridine; 1H-imidazole; sodium hydride; potassium carbonate; sodium iodide; Lipase PS; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.05.033

Reference yield:

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

: 257876-32-7
(S)-2-(tert-butyldiphenylsilyloxymethyl)-2,3-dihydro-1H-pyrrolo[1,2-a]indole

Guidance literature:: Multi-step reaction with 8 steps

1: 51 percent / piperidine; 4 Angstroem molecular sieves / toluene / 3 h / Heating

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

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

4: Lipase PS / 13 h / 20 °C

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

6: K₂CO₃ / methanol / 0.67 h / 20 °C

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

8: 84 percent / NaH; NaI / dimethylformamide / 12 h / 20 °C

With piperidine; pyridine; 1H-imidazole; sodium tetrahydroborate; lithium aluminium tetrahydride; 4 A molecular sieve; sodium hydride; potassium carbonate; sodium iodide; Lipase PS; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene; 1: Knoevenagel condensation;
DOI:10.1016/j.bmc.2006.05.033