9-N-benzyl-3,4-dihydro-2-N-<(trimethylsilyl)methyl>-β-carbolinium triflate

Base Information

• Chemical Name: 9-N-benzyl-3,4-dihydro-2-N-<(trimethylsilyl)methyl>-β-carbolinium triflate
• CAS No.: 126523-74-8
• Molecular Formula: CF₃O₃S*C₂₂H₂₇N₂Si
• Molecular Weight: 496.626

Synonyms:9-N-benzyl-3,4-dihydro-2-N-<(trimethylsilyl)methyl>-β-carbolinium triflate

Chemical Property of 9-N-benzyl-3,4-dihydro-2-N-<(trimethylsilyl)methyl>-β-carbolinium triflate

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Technology Process of 9-N-benzyl-3,4-dihydro-2-N-<(trimethylsilyl)methyl>-β-carbolinium triflate

There total 1 articles about 9-N-benzyl-3,4-dihydro-2-N-<(trimethylsilyl)methyl>-β-carbolinium triflate 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%

Trimethylsilylmethyl trifluoromethanesulfonate (64035-64-9) + 9-benzyl-4,9-dihydro-3H-pyrido<3,4-b>indole (47059-11-0) → 9-N-benzyl-3,4-dihydro-2-N-<(trimethylsilyl)methyl>-β-carbolinium triflate (126523-74-8)

Guidance literature:

In dichloromethane; for 2h; Ambient temperature;

DOI:10.1021/jo951520t

Reference yield: 58.0%

9-N-benzyl-3,4-dihydro-2-N-<(trimethylsilyl)methyl>-β-carbolinium triflate (126523-74-8) + acetylenedicarboxylic acid diethyl ester (762-21-0) → diethyl (2RS)-11-N-benzyl-2,3,5,6-tetrahydroindolizino<8,7-b>indole-1,2-dicarboxylate (126523-75-9) + diethyl 5,6-dihydro-11N-benzylindolizino<8,7-b>indole-1,2-dicarboxylate (126552-60-1) + tetraethyl (4RS)-11-N-benzyl-4,5,7,8-tetrahydroazepino<1',2':1,2>pyrido<3,4-b>indole-1,2,3,4-tetracarboxylate (126552-59-8)

Guidance literature:

With cesium fluoride; In 1,2-dimethoxyethane; at -44 ℃; for 6h;

DOI:10.1016/S0040-4039(00)99261-X

Reference yield: 10.0%

9-N-benzyl-3,4-dihydro-2-N-<(trimethylsilyl)methyl>-β-carbolinium triflate (126523-74-8) + acrylonitrile (107-13-1,25014-41-9) → (1SR,11bRS)-11-N-benzyl-1,2,3,5,6,11b-hexahydroindolizino<8,7-b>indole-1-carbonitrile + (1RS,11bRS)-11-N-benzyl-1,2,3,5,6,11b-hexahydroindolizino<8,7-b>indole-1-carbonitrile + (2RS,11bRS)-11-N-benzyl-1,2,3,5,6,11b-hexahydroindolizino<8,7-b>indole-1-carbonitrile + (2SR,11bRS)-11-N-benzyl-1,2,3,5,6,11b-hexahydroindolizino<8,7-b>indole-1-carbonitrile

Guidance literature:

With cesium fluoride; In 1,2-dimethoxyethane; for 1h; Ambient temperature;

DOI:10.1021/jo951520t

upstream raw materials:

Trimethylsilylmethyl trifluoromethanesulfonate

9-benzyl-4,9-dihydro-3H-pyrido<3,4-b>indole

Downstream raw materials:

diethyl (2RS)-11-N-benzyl-2,3,5,6-tetrahydroindolizino<8,7-b>indole-1,2-dicarboxylate

diethyl 5,6-dihydro-11N-benzylindolizino<8,7-b>indole-1,2-dicarboxylate

tetraethyl (4RS)-11-N-benzyl-4,5,7,8-tetrahydroazepino<1',2':1,2>pyrido<3,4-b>indole-1,2,3,4-tetracarboxylate

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