(4aS,7R,8aS)-2-Cyclopropylmethyl-4a-(3-hydroxy-phenyl)-decahydro-isoquinolin-7-ol

Base Information

Chemical Name:(4aS,7R,8aS)-2-Cyclopropylmethyl-4a-(3-hydroxy-phenyl)-decahydro-isoquinolin-7-ol
CAS No.:137517-91-0
Molecular Formula:C₁₉H₂₇NO₂
Molecular Weight:301.429
Hs Code.:

Synonyms:(4aS,7R,8aS)-2-Cyclopropylmethyl-4a-(3-hydroxy-phenyl)-decahydro-isoquinolin-7-ol

Suppliers and Price of (4aS,7R,8aS)-2-Cyclopropylmethyl-4a-(3-hydroxy-phenyl)-decahydro-isoquinolin-7-ol

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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 (4aS,7R,8aS)-2-Cyclopropylmethyl-4a-(3-hydroxy-phenyl)-decahydro-isoquinolin-7-ol

Chemical Property:

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Technology Process of (4aS,7R,8aS)-2-Cyclopropylmethyl-4a-(3-hydroxy-phenyl)-decahydro-isoquinolin-7-ol

There total 8 articles about (4aS,7R,8aS)-2-Cyclopropylmethyl-4a-(3-hydroxy-phenyl)-decahydro-isoquinolin-7-ol 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: 78.0%

: 137517-83-0
(4aα,7β,8aβ)-2-(cyclopropylmethyl)decahydro-4a-(3-methoxyphenyl)-7-isoquinolinol

: 137517-91-0
(4aS,7R,8aS)-2-Cyclopropylmethyl-4a-(3-hydroxy-phenyl)-decahydro-isoquinolin-7-ol

Guidance literature:: With lithium methanethiolate; In N,N-dimethyl-formamide; at 125 ℃; for 7h;
DOI:10.1021/jm00079a005

Reference yield:

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

: 137517-91-0
(4aS,7R,8aS)-2-Cyclopropylmethyl-4a-(3-hydroxy-phenyl)-decahydro-isoquinolin-7-ol

Guidance literature:: Multi-step reaction with 8 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: 95 percent / K₂CO₃ / 1,2-dichloro-ethane / 1.5 h / Heating

4: 91 percent / HCl / methanol / 6 h / Heating

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

6: 93 percent / aq. pTSA / acetonitrile / 24 h / Ambient temperature

7: 76 percent / prereduced RaNi / ethanol / 2 h / Heating

8: 78 percent / LiSMe / dimethylformamide / 7 h / 125 °C

With hydrogenchloride; sodium tetrahydroborate; n-butyllithium; methanesulfonic acid; prereduced RaNi; lithium methanethiolate; sodium hydrogencarbonate; potassium carbonate; toluene-4-sulfonic acid; sodium iodide; In methanol; ethanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm00079a005

Reference yield:

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

: 137517-91-0
(4aS,7R,8aS)-2-Cyclopropylmethyl-4a-(3-hydroxy-phenyl)-decahydro-isoquinolin-7-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / K₂CO₃ / 1,2-dichloro-ethane / 1.5 h / Heating

2: 91 percent / HCl / methanol / 6 h / Heating

3: NaHCO₃ / dimethylformamide / 4 h / 150 °C

4: 93 percent / aq. pTSA / acetonitrile / 24 h / Ambient temperature

5: 76 percent / prereduced RaNi / ethanol / 2 h / Heating

6: 78 percent / LiSMe / dimethylformamide / 7 h / 125 °C

With hydrogenchloride; prereduced RaNi; lithium methanethiolate; sodium hydrogencarbonate; potassium carbonate; toluene-4-sulfonic acid; In methanol; ethanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm00079a005