Technology Process of trans-4a-(2,3-dimethoxyphenyl)-6,6-(ethylenedioxy)-2-methyl-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline
There total 6 articles about trans-4a-(2,3-dimethoxyphenyl)-6,6-(ethylenedioxy)-2-methyl-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline 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:
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81012-14-8
trans-4a-(2,3-dimethoxyphenyl)-6,6-(ethylenedioxy)-2-methyl-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline
- Guidance literature:
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Multi-step reaction with 6 steps
1: 98 percent / CH2Cl2 / 9.5 h / Ambient temperature
2: 1.) isopropylmagnesium bromide / 1.) THF, RT, 4 h, and reflux, 45 min, 2.) THF, RT, 3 d
3: 98 percent / NaOMe / methanol / 20 h / Ambient temperature
4: 1.) trifluoroacetic acid / 1.) CH2Cl2, RT, 35 min, 2.) toluene, reflux, 7 min
5: 70 percent / p-toluenesulfonic acid monohydrate / benzene / Heating
6: 1.) AlH3, MeOH, 2.) NaBH4 / 1.) THF, 0 deg C, 12 min, 2.) EtOH, 0 deg C, 18 h
With
aluminium hydride; methanol; sodium tetrahydroborate; isopropylmagnesium bromide; toluene-4-sulfonic acid; trifluoroacetic acid;
sodium methylate;
In
methanol; dichloromethane; benzene;
DOI:10.1021/jo00349a006
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81012-14-8
trans-4a-(2,3-dimethoxyphenyl)-6,6-(ethylenedioxy)-2-methyl-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 1.) isopropylmagnesium bromide / 1.) THF, RT, 4 h, and reflux, 45 min, 2.) THF, RT, 3 d
2: 98 percent / NaOMe / methanol / 20 h / Ambient temperature
3: 1.) trifluoroacetic acid / 1.) CH2Cl2, RT, 35 min, 2.) toluene, reflux, 7 min
4: 70 percent / p-toluenesulfonic acid monohydrate / benzene / Heating
5: 1.) AlH3, MeOH, 2.) NaBH4 / 1.) THF, 0 deg C, 12 min, 2.) EtOH, 0 deg C, 18 h
With
aluminium hydride; methanol; sodium tetrahydroborate; isopropylmagnesium bromide; toluene-4-sulfonic acid; trifluoroacetic acid;
sodium methylate;
In
methanol; benzene;
DOI:10.1021/jo00349a006
-
-
81012-14-8
trans-4a-(2,3-dimethoxyphenyl)-6,6-(ethylenedioxy)-2-methyl-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 98 percent / NaOMe / methanol / 20 h / Ambient temperature
2: 1.) trifluoroacetic acid / 1.) CH2Cl2, RT, 35 min, 2.) toluene, reflux, 7 min
3: 70 percent / p-toluenesulfonic acid monohydrate / benzene / Heating
4: 1.) AlH3, MeOH, 2.) NaBH4 / 1.) THF, 0 deg C, 12 min, 2.) EtOH, 0 deg C, 18 h
With
aluminium hydride; methanol; sodium tetrahydroborate; toluene-4-sulfonic acid; trifluoroacetic acid;
sodium methylate;
In
methanol; benzene;
DOI:10.1021/jo00349a006
