4-(3-butenyl)-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole

Base Information

Chemical Name:4-(3-butenyl)-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole
CAS No.:157331-64-1
Molecular Formula:C₂₁H₂₁NO₂S
Molecular Weight:351.469
Hs Code.:

4-(3-butenyl)-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopent<g>indole

Synonyms:4-(3-butenyl)-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole

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Chemical Property of 4-(3-butenyl)-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole

Chemical Property:

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Technology Process of 4-(3-butenyl)-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole

There total 7 articles about 4-(3-butenyl)-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole 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: 86.0%

: 157331-55-0
1-(phenylsulfonyl)-4-<(phenylsulfonyl)methyl>-1,6,7,8-tetracyclopentindole

: 762-72-1
allyl-trimethyl-silane

: 157331-64-1
4-(3-butenyl)-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole

Guidance literature:: With ethylaluminum dichloride; In hexane; dichloromethane; at -20 ℃; for 0.25h;
DOI:10.1248/cpb.42.846

Reference yield:

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

: 157331-64-1
4-(3-butenyl)-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) lithium diisopropylamide / 1.) THF, -82 deg C to -69 deg C, 45 min, 2.) THF, -69 deg C to -59 deg C, 1 h

2: 89 percent / MnO₂ / CH₂Cl₂ / 2 h / Heating

3: 78 percent / MgCl₂ / hexamethylphosphoric acid triamide / 2 h / 140 - 150 °C

4: 1.) n-BuLi / 1.) THF, hexane, a) -80 deg C to -75 deg C, 20 min, b) -20 deg C 10 min, 2.) THF hexane, -78 deg C, 20 min

5: 71 percent / NaIO₄, OsO₄ / tetrahydrofuran; H₂O / 14 h / Ambient temperature

6: 90 percent / PhCH₂SH, p-TsOH*H₂O / benzene / 0.5 h / Heating

7: 86 percent / EtAlCl₂ / hexane; CH₂Cl₂ / 0.25 h / -20 °C

With manganese(IV) oxide; sodium periodate; osmium(VIII) oxide; n-butyllithium; ethylaluminum dichloride; toluene-4-sulfonic acid; phenylmethanethiol; magnesium chloride; lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane; water; benzene;
DOI:10.1248/cpb.42.846

Reference yield:

: 157331-43-6
3-<2-(2-methylenecyclopentyl)-1-oxo>ethyl-1-(phenylsulfonyl)-1H-pyrrole

: 157331-64-1
4-(3-butenyl)-1-(phenylsulfonyl)-1,6,7,8-tetrahydrocyclopentindole

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) n-BuLi / 1.) THF, hexane, a) -80 deg C to -75 deg C, 20 min, b) -20 deg C 10 min, 2.) THF hexane, -78 deg C, 20 min

2: 71 percent / NaIO₄, OsO₄ / tetrahydrofuran; H₂O / 14 h / Ambient temperature

3: 90 percent / PhCH₂SH, p-TsOH*H₂O / benzene / 0.5 h / Heating

4: 86 percent / EtAlCl₂ / hexane; CH₂Cl₂ / 0.25 h / -20 °C

With sodium periodate; osmium(VIII) oxide; n-butyllithium; ethylaluminum dichloride; toluene-4-sulfonic acid; phenylmethanethiol; In tetrahydrofuran; hexane; dichloromethane; water; benzene;
DOI:10.1248/cpb.42.846