(3β,8α,9β)-9-Chloro-2,3-dihydro-1-<(4-methoxyphenyl)sulfonyl>-6,8-dimethylergoline

Base Information

Chemical Name:(3β,8α,9β)-9-Chloro-2,3-dihydro-1-<(4-methoxyphenyl)sulfonyl>-6,8-dimethylergoline
CAS No.:134745-88-3
Molecular Formula:C₂₃H₂₇ClN₂O₃S
Molecular Weight:446.998
Hs Code.:

Synonyms:(3β,8α,9β)-9-Chloro-2,3-dihydro-1-<(4-methoxyphenyl)sulfonyl>-6,8-dimethylergoline

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Chemical Property of (3β,8α,9β)-9-Chloro-2,3-dihydro-1-<(4-methoxyphenyl)sulfonyl>-6,8-dimethylergoline

Chemical Property:

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Technology Process of (3β,8α,9β)-9-Chloro-2,3-dihydro-1-<(4-methoxyphenyl)sulfonyl>-6,8-dimethylergoline

There total 9 articles about (3β,8α,9β)-9-Chloro-2,3-dihydro-1-<(4-methoxyphenyl)sulfonyl>-6,8-dimethylergoline 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: 24.0%

: 99499-51-1,99546-35-7,101978-97-6
(3β,8α,9α)-2,3-Dihydro-1-<(4-methoxyphenyl)sulfonyl>-6,8-dimethylergolin-9-ol

: 134745-88-3
(3β,8α,9β)-9-Chloro-2,3-dihydro-1-<(4-methoxyphenyl)sulfonyl>-6,8-dimethylergoline

: 101926-52-7,134780-42-0
(3β,8α,9β)-8,9-Didehydro-2,3-dihydro-1-<(4-methoxyphenyl)sulfonyl>-6,8-dimethylergoline

Guidance literature:: With thionyl chloride; In benzene; for 1.5h; Heating;
DOI:10.1248/cpb.39.23

Reference yield:

: 124465-55-0,51867-05-1
1-benzoyl-1,2,2a,3-tetrahydro-benz[cd]indole

: 134745-88-3
(3β,8α,9β)-9-Chloro-2,3-dihydro-1-<(4-methoxyphenyl)sulfonyl>-6,8-dimethylergoline

Guidance literature:: Multi-step reaction with 11 steps

1: conc. hydrochloric acid / 8 h / Heating

2: triethylamine / benzene / 5 h / Heating

3: 90 percent / m-chloroperbenzoic acid / CHCl₃ / 3 h / 5 °C

4: 93 percent / p-toluenesulfonic acid / toluene / 1 h / Heating

5: toluene / 6 h / Heating

6: triethylamine / toluene; benzene / 2 h / Heating

7: 53 percent / sodium borohydride / benzene; methanol / 2 h / 5 °C / Irradiation

8: 1.) ozone, 2.) lithium aluminum hydride / 1.) methylene dichloride, -30 deg C, 10 min, 2.) THF, ether, reflux, 2 h

9: 89 percent / pyridine / 3.5 h / 0 °C

10: 74 percent / sodium borohydride / dimethylsulfoxide / 8 h / 80 °C

11: 64 percent / thionyl chloride / benzene / 1.5 h / Heating

With pyridine; hydrogenchloride; sodium tetrahydroborate; lithium aluminium tetrahydride; thionyl chloride; toluene-4-sulfonic acid; ozone; triethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; chloroform; dimethyl sulfoxide; toluene; benzene;
DOI:10.1248/cpb.39.23

Reference yield:

: 1,2,2a,3-Tetrahydro-benzo[cd]indole

: 134745-88-3
(3β,8α,9β)-9-Chloro-2,3-dihydro-1-<(4-methoxyphenyl)sulfonyl>-6,8-dimethylergoline

Guidance literature:: Multi-step reaction with 10 steps

1: triethylamine / benzene / 5 h / Heating

2: 90 percent / m-chloroperbenzoic acid / CHCl₃ / 3 h / 5 °C

3: 93 percent / p-toluenesulfonic acid / toluene / 1 h / Heating

4: toluene / 6 h / Heating

5: triethylamine / toluene; benzene / 2 h / Heating

6: 53 percent / sodium borohydride / benzene; methanol / 2 h / 5 °C / Irradiation

7: 1.) ozone, 2.) lithium aluminum hydride / 1.) methylene dichloride, -30 deg C, 10 min, 2.) THF, ether, reflux, 2 h

8: 89 percent / pyridine / 3.5 h / 0 °C

9: 74 percent / sodium borohydride / dimethylsulfoxide / 8 h / 80 °C

10: 64 percent / thionyl chloride / benzene / 1.5 h / Heating

With pyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; thionyl chloride; toluene-4-sulfonic acid; ozone; triethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; chloroform; dimethyl sulfoxide; toluene; benzene;
DOI:10.1248/cpb.39.23