trans-2-(cyclopropylmethyl)decahydro-4a-(3-methoxyphenyl)-6-methyleneisoquinoline

Base Information

Chemical Name:trans-2-(cyclopropylmethyl)decahydro-4a-(3-methoxyphenyl)-6-methyleneisoquinoline
CAS No.:137539-89-0
Molecular Formula:C₂₁H₂₉NO
Molecular Weight:311.467
Hs Code.:

Synonyms:trans-2-(cyclopropylmethyl)decahydro-4a-(3-methoxyphenyl)-6-methyleneisoquinoline

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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-2-(cyclopropylmethyl)decahydro-4a-(3-methoxyphenyl)-6-methyleneisoquinoline

Chemical Property:

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Technology Process of trans-2-(cyclopropylmethyl)decahydro-4a-(3-methoxyphenyl)-6-methyleneisoquinoline

There total 6 articles about trans-2-(cyclopropylmethyl)decahydro-4a-(3-methoxyphenyl)-6-methyleneisoquinoline 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%

: 137517-51-2
trans-decahydro-4a-(3-methoxyphenyl)-6-methyleneisoquinoline

: 7051-34-5
cyclopropylcarbinyl bromide

: 137539-89-0
trans-2-(cyclopropylmethyl)decahydro-4a-(3-methoxyphenyl)-6-methyleneisoquinoline

Guidance literature:: With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 150 ℃; for 4h;
DOI:10.1021/jm00079a005

Reference yield:

: 82359-61-3
4-bromo-2-(bromomethyl)-1-butene

: 137539-89-0
trans-2-(cyclopropylmethyl)decahydro-4a-(3-methoxyphenyl)-6-methyleneisoquinoline

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) n-BuLi, 3.) NaI, K₂CO₃

2: 83 percent / 1.) MeSO₃H, 2.) NaBH₄ / methanol / 1.) from -60 to 25 deg C, 5 min, 2.) RT, 30 min

3: 88 percent / i-Pr₂NEt / 1,2-dichloro-ethane / 1.5 h / Heating

4: 74 percent / 50percent aq. KOH / ethanol / 17 h / Heating

5: 54 percent / NaHCO₃ / dimethylformamide / 4 h / 150 °C

With potassium hydroxide; sodium tetrahydroborate; n-butyllithium; methanesulfonic acid; sodium hydrogencarbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; sodium iodide; In methanol; ethanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00079a005

Reference yield:

: 73224-22-3
1-methyl-4-(3-methoxyphenyl)-1,2,3,6-tetrahydropyridine

: 137539-89-0
trans-2-(cyclopropylmethyl)decahydro-4a-(3-methoxyphenyl)-6-methyleneisoquinoline

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) n-BuLi, 3.) NaI, K₂CO₃

2: 83 percent / 1.) MeSO₃H, 2.) NaBH₄ / methanol / 1.) from -60 to 25 deg C, 5 min, 2.) RT, 30 min

3: 88 percent / i-Pr₂NEt / 1,2-dichloro-ethane / 1.5 h / Heating

4: 74 percent / 50percent aq. KOH / ethanol / 17 h / Heating

5: 54 percent / NaHCO₃ / dimethylformamide / 4 h / 150 °C

With potassium hydroxide; sodium tetrahydroborate; n-butyllithium; methanesulfonic acid; sodium hydrogencarbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; sodium iodide; In methanol; ethanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00079a005