trans-7-(cyclopropylmethyl)octahydro-4a-(3-methoxyphenyl)-3-methylene-2H-pyrano<2,3-c>pyridine

Base Information

Chemical Name:trans-7-(cyclopropylmethyl)octahydro-4a-(3-methoxyphenyl)-3-methylene-2H-pyrano<2,3-c>pyridine
CAS No.:124217-18-1
Molecular Formula:C₂₀H₂₇NO₂
Molecular Weight:313.44
Hs Code.:

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

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

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

There total 11 articles about trans-7-(cyclopropylmethyl)octahydro-4a-(3-methoxyphenyl)-3-methylene-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: 70.0%

: 124217-20-5
trans-octahydro-4a-(3-methoxyphenyl)-3-methylene-2H-pyrano<2,3-c>pyridine

: 7051-34-5
cyclopropylcarbinyl bromide

: 124217-18-1
trans-7-(cyclopropylmethyl)octahydro-4a-(3-methoxyphenyl)-3-methylene-2H-pyrano<2,3-c>pyridine

Guidance literature:: With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 125 ℃; for 5h;
DOI:10.1039/P19890001187

Reference yield:

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

: 124217-18-1
trans-7-(cyclopropylmethyl)octahydro-4a-(3-methoxyphenyl)-3-methylene-2H-pyrano<2,3-c>pyridine

Guidance literature:: Multi-step reaction with 11 steps

2: 94 percent / CH₂Cl₂ / 1.25 h / Ambient temperature

3: 76 percent / K₂CO₃ / 1,2-dichloro-ethane / 2.5 h / Heating

4: 80 percent / K₂CO₃ / methanol; H₂O / 0.67 h / 57 - 58 °C

5: 42 percent / pyridinium dichromate, molecular sieve powder (3 Angstroem) / CH₂Cl₂ / 20 h

6: 1) NaH / 1) DMF, -30 deg C, 1 h; 2) DMF, r.t., 2.5 h

7: 1) LiAlH₄, 2) 2 M aq. NaOH / 1) THF, reflux, 3 h

8: 1) NH₄CH₃COO, sodium cyanoborohydride, 2) 1 M NaOH / 1) MeOH, 3 h, r.t.

9: N,N-diisopropylethylamine / 1,2-dichloro-ethane / 3 h / Heating

10: 50percent aq,KOH / ethanol / 6 h / Heating

11: 70 percent / NaHCO₃ / dimethylformamide / 5 h / 125 °C

With potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; dipyridinium dichromate; 3 A molecular sieve; ammonium acetate; sodium hydride; sodium cyanoborohydride; sodium hydrogencarbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; In methanol; ethanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1039/P19890001187

Reference yield:

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

: 124217-18-1
trans-7-(cyclopropylmethyl)octahydro-4a-(3-methoxyphenyl)-3-methylene-2H-pyrano<2,3-c>pyridine

Guidance literature:: Multi-step reaction with 10 steps

1: 94 percent / CH₂Cl₂ / 1.25 h / Ambient temperature

2: 76 percent / K₂CO₃ / 1,2-dichloro-ethane / 2.5 h / Heating

3: 80 percent / K₂CO₃ / methanol; H₂O / 0.67 h / 57 - 58 °C

4: 42 percent / pyridinium dichromate, molecular sieve powder (3 Angstroem) / CH₂Cl₂ / 20 h

5: 1) NaH / 1) DMF, -30 deg C, 1 h; 2) DMF, r.t., 2.5 h

6: 1) LiAlH₄, 2) 2 M aq. NaOH / 1) THF, reflux, 3 h

7: 1) NH₄CH₃COO, sodium cyanoborohydride, 2) 1 M NaOH / 1) MeOH, 3 h, r.t.

8: N,N-diisopropylethylamine / 1,2-dichloro-ethane / 3 h / Heating

9: 50percent aq,KOH / ethanol / 6 h / Heating

10: 70 percent / NaHCO₃ / dimethylformamide / 5 h / 125 °C

With potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; dipyridinium dichromate; 3 A molecular sieve; ammonium acetate; sodium hydride; sodium cyanoborohydride; sodium hydrogencarbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; In methanol; ethanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1039/P19890001187