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

Base Information

Chemical Name:2-[(1S,6S)-6-((S)-1,2-Dihydroxy-ethyl)-cyclohex-3-enyl]-N-[2-(1H-indol-3-yl)-ethyl]-acetamide
CAS No.:96422-86-5
Molecular Formula:C₂₀H₂₆N₂O₃
Molecular Weight:342.438
Hs Code.:

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

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

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

There total 7 articles about 2-[(1S,6S)-6-((S)-1,2-Dihydroxy-ethyl)-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: 96.0%

: 22259-53-6
3-aminomethylindole

: 96422-85-4
(1S,4aS,8aS)-1-Hydroxymethyl-1,4,4a,5,8,8a-hexahydro-isochromen-3-one

: 96422-86-5
2-[(1S,6S)-6-((S)-1,2-Dihydroxy-ethyl)-cyclohex-3-enyl]-N-[2-(1H-indol-3-yl)-ethyl]-acetamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; Heating;
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

: 96422-86-5
2-[(1S,6S)-6-((S)-1,2-Dihydroxy-ethyl)-cyclohex-3-enyl]-N-[2-(1H-indol-3-yl)-ethyl]-acetamide

Guidance literature:: Multi-step reaction with 5 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

With hydrogenchloride; jones reagent; sodium methylate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine; methanol; dichloromethane;
DOI:10.1246/cl.1985.71

Reference yield:

: 79849-65-3
(1S,2S,7R,9R)-10,12-dioxatricyclo[7.2.1.0^2,7]dodec-4-en-8-one

: 96422-86-5
2-[(1S,6S)-6-((S)-1,2-Dihydroxy-ethyl)-cyclohex-3-enyl]-N-[2-(1H-indol-3-yl)-ethyl]-acetamide

Guidance literature:: Multi-step reaction with 7 steps

1: H₂N-NH₂*H₂O, Et₃N / ethanol / 0.33 h / 60 °C

2: NaH / dimethylsulfoxide / 1.5 h / Ambient temperature

3: 100 percent / pyridine; CH₂Cl₂ / 4 h / Ambient temperature

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

5: 90 percent / Jones reagent / 0.08 h / 0 °C

6: 86 percent / NaOMe / methanol / 0.08 h / Ambient temperature

7: 96 percent / ethyldiisopropylamine / tetrahydrofuran / Heating

With hydrogenchloride; jones reagent; sodium methylate; sodium hydride; hydrazine hydrate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1246/cl.1985.71