(6R,8S)-4-<(ξ)-2-butenyl>1-(phenylsulfonyl)-1,6,7,8-tetrahydro-5,6,8-trimethylcyclopentindole

Base Information

Chemical Name:(6R,8S)-4-<(ξ)-2-butenyl>1-(phenylsulfonyl)-1,6,7,8-tetrahydro-5,6,8-trimethylcyclopentindole
CAS No.:143949-45-5
Molecular Formula:C₂₄H₂₇NO₂S
Molecular Weight:393.55
Hs Code.:

(6R,8S)-4-<(ξ)-2-butenyl>1-(phenylsulfonyl)-1,6,7,8-tetrahydro-5,6,8-trimethylcyclopent<g>indole

Synonyms:(6R,8S)-4-<(ξ)-2-butenyl>1-(phenylsulfonyl)-1,6,7,8-tetrahydro-5,6,8-trimethylcyclopentindole

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Chemical Property of (6R,8S)-4-<(ξ)-2-butenyl>1-(phenylsulfonyl)-1,6,7,8-tetrahydro-5,6,8-trimethylcyclopentindole

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Technology Process of (6R,8S)-4-<(ξ)-2-butenyl>1-(phenylsulfonyl)-1,6,7,8-tetrahydro-5,6,8-trimethylcyclopentindole

There total 7 articles about (6R,8S)-4-<(ξ)-2-butenyl>1-(phenylsulfonyl)-1,6,7,8-tetrahydro-5,6,8-trimethylcyclopentindole 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: 54.0%

: 143949-44-4
(6R,8S)-4-(3-butenyl)-1-(phenylsulfonyl)-1,6,7,8-tetrahydro-5,6,8-trimethylcyclopentindole

: 143949-45-5
(6R,8S)-4-<(ξ)-2-butenyl>1-(phenylsulfonyl)-1,6,7,8-tetrahydro-5,6,8-trimethylcyclopentindole

: 143949-46-6
(6R,8S)-4-<(E)-1-butenyl>1-(phenylsulfonyl)-1,6,7,8-tetrahydro-5,6,8-trimethylcyclopentindole

Guidance literature:: With rhodium(III) chloride; In ethanol; at 100 ℃; for 50h;
DOI:10.1016/S0040-4039(00)61322-9

Reference yield:

: 143949-42-2
(6R,8S)-1-(phenylsulfonyl)-4-<(phenylsulfonyl)methyl>-1,6,7,8-tetrahydro-5,6,8-trimethylcyclopentindole

: 143949-45-5
(6R,8S)-4-<(ξ)-2-butenyl>1-(phenylsulfonyl)-1,6,7,8-tetrahydro-5,6,8-trimethylcyclopentindole

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / EtAlCl₂ / CH₂Cl₂; hexane / 0.33 h / -20 °C

2: 38 percent / RhCl₃*3H₂O / ethanol / 50 h / 100 °C

With rhodium(III) chloride; ethylaluminum dichloride; In ethanol; hexane; dichloromethane;
DOI:10.1248/cpb.42.854

Reference yield:

: 88075-95-0
1-(phenylsulfonyl)-1H-pyrrole-3-carbaldehyde

: 143949-45-5
(6R,8S)-4-<(ξ)-2-butenyl>1-(phenylsulfonyl)-1,6,7,8-tetrahydro-5,6,8-trimethylcyclopentindole

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) LDA / 1.) THF, -68 deg C to -65 deg C, 40 min, 2.) THF, -78 deg C, 40 min

2: 81 percent / MnO₂ / CH₂Cl₂ / 2 h / Heating

3: 70 percent / LiCl, H₂O / hexamethylphosphoric acid triamide / 24 h / 130 - 133 °C

4: 1.) BuLi / 1.) THF, hexane, -20 deg C, 30 min, 2.) THF, hexane, -75 deg C to -70 deg C, 50 min

5: 1.) NaIO₄, OsO₄, 2.) PhSH, p-TsOH*H₂O / 1.) THF, water, RT, 19 h, 2.) toluene, reflux, 5 h

6: 92 percent / EtAlCl₂ / CH₂Cl₂; hexane / 0.33 h / -20 °C

7: 38 percent / RhCl₃*3H₂O / ethanol / 50 h / 100 °C

With manganese(IV) oxide; sodium periodate; osmium(VIII) oxide; rhodium(III) chloride; n-butyllithium; water; ethylaluminum dichloride; toluene-4-sulfonic acid; thiophenol; lithium chloride; lithium diisopropyl amide; In N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; hexane; dichloromethane;
DOI:10.1248/cpb.42.854