2-((1S,6S)-6-Chloromethyl-cyclohex-3-enyl)-N-[2-(1H-indol-3-yl)-ethyl]-acetamide

Base Information

Chemical Name:2-((1S,6S)-6-Chloromethyl-cyclohex-3-enyl)-N-[2-(1H-indol-3-yl)-ethyl]-acetamide
CAS No.:96422-89-8
Molecular Formula:C₁₉H₂₃ClN₂O
Molecular Weight:330.857
Hs Code.:

Synonyms:2-((1S,6S)-6-Chloromethyl-cyclohex-3-enyl)-N-[2-(1H-indol-3-yl)-ethyl]-acetamide

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Chemical Property of 2-((1S,6S)-6-Chloromethyl-cyclohex-3-enyl)-N-[2-(1H-indol-3-yl)-ethyl]-acetamide

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Technology Process of 2-((1S,6S)-6-Chloromethyl-cyclohex-3-enyl)-N-[2-(1H-indol-3-yl)-ethyl]-acetamide

There total 11 articles about 2-((1S,6S)-6-Chloromethyl-cyclohex-3-enyl)-N-[2-(1H-indol-3-yl)-ethyl]-acetamide 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: 51.0%

: 96422-88-7
(1S,2S)-N-<2-(1H-Indol-3-yl)ethyl>-1-(hydroxymethyl)cyclohex-4-ene-2-acetamide

: 96422-89-8
2-((1S,6S)-6-Chloromethyl-cyclohex-3-enyl)-N-[2-(1H-indol-3-yl)-ethyl]-acetamide

Guidance literature:: With tetrachloromethane; triphenylphosphine; In pyridine; chloroform; at 55 ℃;
DOI:10.1246/cl.1985.71

Reference yield:

: 22259-53-6
3-aminomethylindole

: 96422-89-8
2-((1S,6S)-6-Chloromethyl-cyclohex-3-enyl)-N-[2-(1H-indol-3-yl)-ethyl]-acetamide

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / ethyldiisopropylamine / tetrahydrofuran / Heating

2: HIO₄ / tetrahydrofuran; H₂O / 0.02 h / -20 °C

3: NaBH₄ / methanol / 0.08 h / Ambient temperature

4: 51 percent / Ph₃P/CCl₄ / CHCl₃; pyridine / 55 °C

With tetrachloromethane; sodium tetrahydroborate; periodic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; pyridine; methanol; chloroform; water;
DOI:10.1246/cl.1985.71

Reference yield:

: 96422-82-1
(1S,4aS,8aS)-1-(4a,5,8,8a-Tetrahydro-1H-isochromen-1-yl)-methanol

: 96422-89-8
2-((1S,6S)-6-Chloromethyl-cyclohex-3-enyl)-N-[2-(1H-indol-3-yl)-ethyl]-acetamide

Guidance literature:: Multi-step reaction with 8 steps

1: 100 percent / pyridine; CH₂Cl₂ / 4 h / Ambient temperature

2: HCl / tetrahydrofuran / 2 h / 50 °C

3: 90 percent / Jones reagent / 0.08 h / 0 °C

4: 86 percent / NaOMe / methanol / 0.08 h / Ambient temperature

5: 96 percent / ethyldiisopropylamine / tetrahydrofuran / Heating

6: HIO₄ / tetrahydrofuran; H₂O / 0.02 h / -20 °C

7: NaBH₄ / methanol / 0.08 h / Ambient temperature

8: 51 percent / Ph₃P/CCl₄ / CHCl₃; pyridine / 55 °C

With hydrogenchloride; tetrachloromethane; sodium tetrahydroborate; jones reagent; sodium methylate; periodic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; pyridine; methanol; dichloromethane; chloroform; water;
DOI:10.1246/cl.1985.71