6-hydroxymethyl-8-methoxy-[(1S,2S)-1,2-(N-tritylaziridino)]-2,3-dihydro-1H-pyrrolo[1,2-a]indole-9-carboxylic acid ethyl ester

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Chemical Name:6-hydroxymethyl-8-methoxy-[(1S,2S)-1,2-(N-tritylaziridino)]-2,3-dihydro-1H-pyrrolo[1,2-a]indole-9-carboxylic acid ethyl ester
CAS No.:791807-52-8
Molecular Formula:C₃₅H₃₂N₂O₄
Molecular Weight:544.65
Hs Code.:

Synonyms:6-hydroxymethyl-8-methoxy-[(1S,2S)-1,2-(N-tritylaziridino)]-2,3-dihydro-1H-pyrrolo[1,2-a]indole-9-carboxylic acid ethyl ester

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Chemical Property of 6-hydroxymethyl-8-methoxy-[(1S,2S)-1,2-(N-tritylaziridino)]-2,3-dihydro-1H-pyrrolo[1,2-a]indole-9-carboxylic acid ethyl ester

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Technology Process of 6-hydroxymethyl-8-methoxy-[(1S,2S)-1,2-(N-tritylaziridino)]-2,3-dihydro-1H-pyrrolo[1,2-a]indole-9-carboxylic acid ethyl ester

There total 8 articles about 6-hydroxymethyl-8-methoxy-[(1S,2S)-1,2-(N-tritylaziridino)]-2,3-dihydro-1H-pyrrolo[1,2-a]indole-9-carboxylic acid ethyl 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: 85.0%

: 791807-38-0
8-methoxy-6-triisopropylsilanyloxymethyl-[(1S,2S)-1,2-(N-tritylaziridino)]-2,3-dihydro-1H-pyrrolo[1,2-a]indole-9-carboxylic acid ethyl ester

: 791807-52-8
6-hydroxymethyl-8-methoxy-[(1S,2S)-1,2-(N-tritylaziridino)]-2,3-dihydro-1H-pyrrolo[1,2-a]indole-9-carboxylic acid ethyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1021/jo040211c

Reference yield:

: 41082-79-5
4-methoxy-1H-indole-6-carboxylic acid methyl ester

: 791807-52-8
6-hydroxymethyl-8-methoxy-[(1S,2S)-1,2-(N-tritylaziridino)]-2,3-dihydro-1H-pyrrolo[1,2-a]indole-9-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 93 percent / LiAlH₄ / tetrahydrofuran / 2 h / 20 °C

2.1: 98 percent / NaH / tetrahydrofuran / 1 h / 20 °C

3.1: 82 percent / N-bromosuccinimide / tetrahydrofuran / -78 - 20 °C

4.1: t-BuLi / diethyl ether; pentane / 0.25 h / -78 °C

4.2: 92 percent / diethyl ether; pentane / 1 h / -78 - 20 °C

5.1: 85 percent / K₂CO₃ / ethanol; tetrahydrofuran; H₂O / 23 h / 20 °C

6.1: 85 percent / TBAF / tetrahydrofuran / 1 h / 0 °C

With N-Bromosuccinimide; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; tert.-butyl lithium; sodium hydride; potassium carbonate; In tetrahydrofuran; diethyl ether; ethanol; water; pentane;
DOI:10.1021/jo040211c

Reference yield:

: 791807-50-6
(4-methoxy-1H-indol-6-yl)methanol

: 791807-52-8
6-hydroxymethyl-8-methoxy-[(1S,2S)-1,2-(N-tritylaziridino)]-2,3-dihydro-1H-pyrrolo[1,2-a]indole-9-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 98 percent / NaH / tetrahydrofuran / 1 h / 20 °C

2.1: 82 percent / N-bromosuccinimide / tetrahydrofuran / -78 - 20 °C

3.1: t-BuLi / diethyl ether; pentane / 0.25 h / -78 °C

3.2: 92 percent / diethyl ether; pentane / 1 h / -78 - 20 °C

4.1: 85 percent / K₂CO₃ / ethanol; tetrahydrofuran; H₂O / 23 h / 20 °C

5.1: 85 percent / TBAF / tetrahydrofuran / 1 h / 0 °C

With N-Bromosuccinimide; tetrabutyl ammonium fluoride; tert.-butyl lithium; sodium hydride; potassium carbonate; In tetrahydrofuran; diethyl ether; ethanol; water; pentane;
DOI:10.1021/jo040211c