3-[(4R,4aS,8aR)-4-Methyl-6-(2-methyl-allyl)-hexahydro-pyrano[4,3-c]pyridin-8a-yl]-phenol

Base Information

Chemical Name:3-[(4R,4aS,8aR)-4-Methyl-6-(2-methyl-allyl)-hexahydro-pyrano[4,3-c]pyridin-8a-yl]-phenol
CAS No.:124218-13-9
Molecular Formula:C₁₉H₂₇NO₂
Molecular Weight:301.429
Hs Code.:

Synonyms:3-[(4R,4aS,8aR)-4-Methyl-6-(2-methyl-allyl)-hexahydro-pyrano[4,3-c]pyridin-8a-yl]-phenol

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Chemical Property of 3-[(4R,4aS,8aR)-4-Methyl-6-(2-methyl-allyl)-hexahydro-pyrano[4,3-c]pyridin-8a-yl]-phenol

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Technology Process of 3-[(4R,4aS,8aR)-4-Methyl-6-(2-methyl-allyl)-hexahydro-pyrano[4,3-c]pyridin-8a-yl]-phenol

There total 7 articles about 3-[(4R,4aS,8aR)-4-Methyl-6-(2-methyl-allyl)-hexahydro-pyrano[4,3-c]pyridin-8a-yl]-phenol 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:

: 124217-94-3
(4R,4aS,8aR)-8a-(3-Methoxy-phenyl)-4-methyl-6-(2-methyl-allyl)-octahydro-pyrano[4,3-c]pyridine

: 124218-13-9
3-[(4R,4aS,8aR)-4-Methyl-6-(2-methyl-allyl)-hexahydro-pyrano[4,3-c]pyridin-8a-yl]-phenol

Guidance literature:: With lithium methanethiolate; In N,N-dimethyl-formamide; at 130 ℃; for 3h; Yield given;
DOI:10.1039/P19890001177

Reference yield:

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

: 124218-13-9
3-[(4R,4aS,8aR)-4-Methyl-6-(2-methyl-allyl)-hexahydro-pyrano[4,3-c]pyridin-8a-yl]-phenol

Guidance literature:: Multi-step reaction with 7 steps

1: 1) 1,55 M BuLi / 1) THF,hexane, -30 deg C, 30 min, 2) THF, hexane, -70 deg C, 1 h; -60 deg C,2 h

2: NaI, NaBr, 1-methylpyrrolidin-2-one / 6.5 h / 130 °C

3: 24 percent / H₂ / PtO₂ / ethanol / 18 h / 3620.04 Torr / Ambient temperature

4: K₂CO₃ / 1,2-dichloro-ethane / Heating

5: methanolic HCl / methanol / Heating

6: 50 percent / NaHCO₃ / dimethylformamide / 4 h / 100 °C

7: lithium methanethiolate / dimethylformamide / 3 h / 130 °C

With 1-methyl-pyrrolidin-2-one; hydrogenchloride; n-butyllithium; hydrogen; lithium methanethiolate; sodium hydrogencarbonate; potassium carbonate; sodium iodide; sodium bromide; platinum(IV) oxide; In methanol; ethanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1039/P19890001177

Reference yield:

: 124217-60-3,124217-61-4
3,4,6,7,8,8a-hexahydro-8a-(3-methoxyphenyl)-4,6-dimethyl-1H-pyrano<4,3-c>pyridine

: 124218-13-9
3-[(4R,4aS,8aR)-4-Methyl-6-(2-methyl-allyl)-hexahydro-pyrano[4,3-c]pyridin-8a-yl]-phenol

Guidance literature:: Multi-step reaction with 5 steps

1: 24 percent / H₂ / PtO₂ / ethanol / 18 h / 3620.04 Torr / Ambient temperature

2: K₂CO₃ / 1,2-dichloro-ethane / Heating

3: methanolic HCl / methanol / Heating

4: 50 percent / NaHCO₃ / dimethylformamide / 4 h / 100 °C

5: lithium methanethiolate / dimethylformamide / 3 h / 130 °C

With hydrogenchloride; hydrogen; lithium methanethiolate; sodium hydrogencarbonate; potassium carbonate; platinum(IV) oxide; In methanol; ethanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1039/P19890001177