(4aS,8aR)-6-Cyclopropylmethyl-8a-(3-methoxy-phenyl)-octahydro-thiopyrano[4,3-c]pyridine

Base Information

Chemical Name:(4aS,8aR)-6-Cyclopropylmethyl-8a-(3-methoxy-phenyl)-octahydro-thiopyrano[4,3-c]pyridine
CAS No.:124217-75-0
Molecular Formula:C₁₉H₂₇NOS
Molecular Weight:317.495
Hs Code.:

Synonyms:(4aS,8aR)-6-Cyclopropylmethyl-8a-(3-methoxy-phenyl)-octahydro-thiopyrano[4,3-c]pyridine

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Chemical Property of (4aS,8aR)-6-Cyclopropylmethyl-8a-(3-methoxy-phenyl)-octahydro-thiopyrano[4,3-c]pyridine

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Technology Process of (4aS,8aR)-6-Cyclopropylmethyl-8a-(3-methoxy-phenyl)-octahydro-thiopyrano[4,3-c]pyridine

There total 6 articles about (4aS,8aR)-6-Cyclopropylmethyl-8a-(3-methoxy-phenyl)-octahydro-thiopyrano[4,3-c]pyridine 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%

: 124217-74-9
trans-octahydro-8a-(3-methoxyphenyl)-1H-thiopyrano<4,3-c>pyridine

: 7051-34-5
cyclopropylcarbinyl bromide

: 124217-75-0
(4aS,8aR)-6-Cyclopropylmethyl-8a-(3-methoxy-phenyl)-octahydro-thiopyrano[4,3-c]pyridine

Guidance literature:: With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 130 ℃; for 3h;
DOI:10.1039/P19890001177

Reference yield:

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

: 124217-75-0
(4aS,8aR)-6-Cyclopropylmethyl-8a-(3-methoxy-phenyl)-octahydro-thiopyrano[4,3-c]pyridine

Guidance literature:: Multi-step reaction with 6 steps

1: 1) 1,55 M BuLi / 1) hexane, THF, -20 deg C, 10 min, 2) hexane, THF, -70 deg C, 1 h

2: 25 percent / NaI / acetonitrile / 8 h / Heating

3: 1) methanesulphonic acid, 2) NaBH₄ / 1) CH₃OH, -65 deg C, 10 min, 2) r.t., 30 min

4: i-Bu₃N / 1,2-dichloro-ethane / 2.5 h / Heating

5: 50percent KOH / ethanol / 20 h / Heating

6: 54 percent / NaHCO₃ / dimethylformamide / 3 h / 130 °C

With potassium hydroxide; sodium tetrahydroborate; n-butyllithium; methanesulfonic acid; triisobutylaluminum; sodium hydrogencarbonate; sodium iodide; In ethanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/P19890001177

Reference yield:

: 124217-72-7
3,4,6,7,8,8a-hexahydro-8a-(3-methoxyphenyl)-6-methyl-1H-thiopyrano<4,3-c>pyridine

: 124217-75-0
(4aS,8aR)-6-Cyclopropylmethyl-8a-(3-methoxy-phenyl)-octahydro-thiopyrano[4,3-c]pyridine

Guidance literature:: Multi-step reaction with 4 steps

1: 1) methanesulphonic acid, 2) NaBH₄ / 1) CH₃OH, -65 deg C, 10 min, 2) r.t., 30 min

2: i-Bu₃N / 1,2-dichloro-ethane / 2.5 h / Heating

3: 50percent KOH / ethanol / 20 h / Heating

4: 54 percent / NaHCO₃ / dimethylformamide / 3 h / 130 °C

With potassium hydroxide; sodium tetrahydroborate; methanesulfonic acid; triisobutylaluminum; sodium hydrogencarbonate; In ethanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1039/P19890001177