trans-7-(cyclobutylmethyl)octahydro-4a-(3-methoxyphenyl)-8a-methyl-2H-pyrano<2,3-c>pyridine

Base Information

Chemical Name:trans-7-(cyclobutylmethyl)octahydro-4a-(3-methoxyphenyl)-8a-methyl-2H-pyrano<2,3-c>pyridine
CAS No.:124217-17-0
Molecular Formula:C₂₁H₃₁NO₂
Molecular Weight:329.483
Hs Code.:

Synonyms:trans-7-(cyclobutylmethyl)octahydro-4a-(3-methoxyphenyl)-8a-methyl-2H-pyrano<2,3-c>pyridine

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Chemical Property of trans-7-(cyclobutylmethyl)octahydro-4a-(3-methoxyphenyl)-8a-methyl-2H-pyrano<2,3-c>pyridine

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Technology Process of trans-7-(cyclobutylmethyl)octahydro-4a-(3-methoxyphenyl)-8a-methyl-2H-pyrano<2,3-c>pyridine

There total 10 articles about trans-7-(cyclobutylmethyl)octahydro-4a-(3-methoxyphenyl)-8a-methyl-2H-pyrano<2,3-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:

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

: 124217-17-0
trans-7-(cyclobutylmethyl)octahydro-4a-(3-methoxyphenyl)-8a-methyl-2H-pyrano<2,3-c>pyridine

Guidance literature:: Multi-step reaction with 10 steps

2: 1)(COCl)2, DMSO, 2) NEt₃ / 1) CH₂Cl₂, - 60 deg C, 15 min; 2) CH₂Cl₂, -20 deg C

3: 1) NaH / 1) DMF, r.t., 3 h, 2) DMF,r.t., 45 min

4: 100 percent / tetrahydrofuran / 0.75 h / Ambient temperature

6: 1) CH₃SO₂Cl, Et₃N, 2) NaH / 1) CH₂Cl₂, -10 deg C, 2) DMF, 70 deg C

7: K₂CO₃ / 1,2-dichloro-ethane / 24 h / Heating

8: 91 percent / 50percent KOH / ethanol / 20 h / Heating

9: Et₃N / CH₂Cl₂ / Ambient temperature

10: 1) LiAlH₄, 2) aq. Na₂SO₄, 2M NaOH / 1) THF, reflux, overnight; 2) THF, heating

With potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; sodium hydride; potassium carbonate; dimethyl sulfoxide; methanesulfonyl chloride; sodium sulfate; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1039/P19890001187

Reference yield:

: 124216-72-4
trans-4-(3-methoxyphenyl)-1-methylpiperidin-3-ol

: 124217-17-0
trans-7-(cyclobutylmethyl)octahydro-4a-(3-methoxyphenyl)-8a-methyl-2H-pyrano<2,3-c>pyridine

Guidance literature:: Multi-step reaction with 9 steps

1: 1)(COCl)2, DMSO, 2) NEt₃ / 1) CH₂Cl₂, - 60 deg C, 15 min; 2) CH₂Cl₂, -20 deg C

2: 1) NaH / 1) DMF, r.t., 3 h, 2) DMF,r.t., 45 min

3: 100 percent / tetrahydrofuran / 0.75 h / Ambient temperature

5: 1) CH₃SO₂Cl, Et₃N, 2) NaH / 1) CH₂Cl₂, -10 deg C, 2) DMF, 70 deg C

6: K₂CO₃ / 1,2-dichloro-ethane / 24 h / Heating

7: 91 percent / 50percent KOH / ethanol / 20 h / Heating

8: Et₃N / CH₂Cl₂ / Ambient temperature

9: 1) LiAlH₄, 2) aq. Na₂SO₄, 2M NaOH / 1) THF, reflux, overnight; 2) THF, heating

With potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; sodium hydride; potassium carbonate; dimethyl sulfoxide; methanesulfonyl chloride; sodium sulfate; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1039/P19890001187

Reference yield:

: 124216-73-5
4-(3-methoxyphenyl)-1-methylpiperidin-3-one

: 124217-17-0
trans-7-(cyclobutylmethyl)octahydro-4a-(3-methoxyphenyl)-8a-methyl-2H-pyrano<2,3-c>pyridine

Guidance literature:: Multi-step reaction with 8 steps

1: 1) NaH / 1) DMF, r.t., 3 h, 2) DMF,r.t., 45 min

2: 100 percent / tetrahydrofuran / 0.75 h / Ambient temperature

4: 1) CH₃SO₂Cl, Et₃N, 2) NaH / 1) CH₂Cl₂, -10 deg C, 2) DMF, 70 deg C

5: K₂CO₃ / 1,2-dichloro-ethane / 24 h / Heating

6: 91 percent / 50percent KOH / ethanol / 20 h / Heating

7: Et₃N / CH₂Cl₂ / Ambient temperature

8: 1) LiAlH₄, 2) aq. Na₂SO₄, 2M NaOH / 1) THF, reflux, overnight; 2) THF, heating

With potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; sodium hydride; potassium carbonate; methanesulfonyl chloride; sodium sulfate; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1039/P19890001187