trans-4a-(2,3-dimethoxyphenyl)-6,6-(ethylenedioxy)-2-methyl-1-oxo-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline

Base Information

Chemical Name:trans-4a-(2,3-dimethoxyphenyl)-6,6-(ethylenedioxy)-2-methyl-1-oxo-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline
CAS No.:81012-13-7
Molecular Formula:C₂₀H₂₇NO₅
Molecular Weight:361.438
Hs Code.:

Synonyms:trans-4a-(2,3-dimethoxyphenyl)-6,6-(ethylenedioxy)-2-methyl-1-oxo-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of trans-4a-(2,3-dimethoxyphenyl)-6,6-(ethylenedioxy)-2-methyl-1-oxo-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline

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Technology Process of trans-4a-(2,3-dimethoxyphenyl)-6,6-(ethylenedioxy)-2-methyl-1-oxo-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline

There total 5 articles about trans-4a-(2,3-dimethoxyphenyl)-6,6-(ethylenedioxy)-2-methyl-1-oxo-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:

Reference yield: 70.0%

: 81064-05-3
trans-4a-(2,3-dimethoxyphenyl)-1,6-dioxo-2-methyl-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline

: 107-21-1
ethylene glycol

: 81012-13-7
trans-4a-(2,3-dimethoxyphenyl)-6,6-(ethylenedioxy)-2-methyl-1-oxo-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline

Guidance literature:: With toluene-4-sulfonic acid; In benzene; Heating;
DOI:10.1021/jo00349a006

Reference yield:

: 79619-11-7
4-(Carboxymethyl)-4-(2,3-dimethoxyphenyl)-1-methyl-3-methylene-2-piperidinone

: 81012-13-7
trans-4a-(2,3-dimethoxyphenyl)-6,6-(ethylenedioxy)-2-methyl-1-oxo-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline

Guidance literature:: Multi-step reaction with 5 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

With isopropylmagnesium bromide; toluene-4-sulfonic acid; trifluoroacetic acid; sodium methylate; In methanol; dichloromethane; benzene;
DOI:10.1021/jo00349a006

Reference yield:

: 81012-11-5
tert-butyl 4-(2,3-dimethoxyphenyl)-4-<4-(1-methyl-3-methylene-2-oxopiperidinyl)>-3-oxobutyrate

: 81012-13-7
trans-4a-(2,3-dimethoxyphenyl)-6,6-(ethylenedioxy)-2-methyl-1-oxo-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline

Guidance literature:: Multi-step reaction with 3 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

With toluene-4-sulfonic acid; trifluoroacetic acid; sodium methylate; In methanol; benzene;
DOI:10.1021/jo00349a006