(2S^,4S^,6S^*)-6-(3-butenyl)-2-(3,4-dimethoxyphenyl)-4-piperidinol

Base Information

Chemical Name:(2S^*,4S^*,6S^*)-6-(3-butenyl)-2-(3,4-dimethoxyphenyl)-4-piperidinol
CAS No.:99545-21-8
Molecular Formula:C₁₇H₂₅NO₃
Molecular Weight:291.39
Hs Code.:

(2S<sup>*</sup>,4S<sup>*</sup>,6S<sup>*</sup>)-6-(3-butenyl)-2-(3,4-dimethoxyphenyl)-4-piperidinol

Synonyms:

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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 (2S^*,4S^*,6S^*)-6-(3-butenyl)-2-(3,4-dimethoxyphenyl)-4-piperidinol

Chemical Property:

Purity/Quality:

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Technology Process of (2S^*,4S^*,6S^*)-6-(3-butenyl)-2-(3,4-dimethoxyphenyl)-4-piperidinol

There total 9 articles about (2S^*,4S^*,6S^*)-6-(3-butenyl)-2-(3,4-dimethoxyphenyl)-4-piperidinol 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:

: 99545-20-7
(2R,4R)-2-But-3-enyl-6-(3,4-dimethoxy-phenyl)-2,3,4,5-tetrahydro-pyridin-4-ol

: 99545-21-8
(2S^*,4S^*,6S^*)-6-(3-butenyl)-2-(3,4-dimethoxyphenyl)-4-piperidinol

Guidance literature:: With lithium aluminium tetrahydride; sodium methylate; Yield given;
DOI:10.1246/cl.1985.1177

Reference yield:

: 50766-67-1
2-(3,4-dimethoxyphenyl)-1,3-dithiane

: 99545-21-8
(2S^*,4S^*,6S^*)-6-(3-butenyl)-2-(3,4-dimethoxyphenyl)-4-piperidinol

Guidance literature:: Multi-step reaction with 9 steps

1: 84 percent / N-BuLi / tetrahydrofuran; hexane / 24 h / 0 °C

2: 76 percent / concd. HCl

3: 80 percent / 1.) lithium diisopropylamide / tetrahydrofuran / 1.) -78 deg C

4: pyridine; methanol / 5 h / Heating

5: 65 percent / LiAlH₄, potassium methoxide / tetrahydrofuran / 1.) -78 deg C, overnight; 2.) -78 to -15 deg C, 5 h; 3.) -15 deg C, 12 h

6: 77 percent / CH₂Cl₂

7: 73 percent / N-chlorosuccinimide, AgNO₃ / acetonitrile; H₂O / 1 h / -42 °C

8: trifluoroacetic acid / CH₂Cl₂ / 0.17 h / 0 °C

9: LiAlH₄, sodium methoxide / tetrahydrofuran / 1.) -78 deg C, 1 h; 2.) -18 deg C, 1 h; 3.) 0 deg C, overnight

With hydrogenchloride; N-chloro-succinimide; lithium aluminium tetrahydride; n-butyllithium; potassium methanolate; sodium methylate; silver nitrate; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; pyridine; methanol; hexane; dichloromethane; water; acetonitrile;
DOI:10.1246/bcsj.59.525

Reference yield:

: 99545-23-0
2-formylmethyl-2-(3,4-dimethoxyphenyl)-1,3-dithiane

: 99545-21-8
(2S^*,4S^*,6S^*)-6-(3-butenyl)-2-(3,4-dimethoxyphenyl)-4-piperidinol

Guidance literature:: Multi-step reaction with 7 steps

1: 80 percent / 1.) lithium diisopropylamide / tetrahydrofuran / 1.) -78 deg C

2: pyridine; methanol / 5 h / Heating

3: 65 percent / LiAlH₄, potassium methoxide / tetrahydrofuran / 1.) -78 deg C, overnight; 2.) -78 to -15 deg C, 5 h; 3.) -15 deg C, 12 h

4: 77 percent / CH₂Cl₂

5: 73 percent / N-chlorosuccinimide, AgNO₃ / acetonitrile; H₂O / 1 h / -42 °C

6: trifluoroacetic acid / CH₂Cl₂ / 0.17 h / 0 °C

7: LiAlH₄, sodium methoxide / tetrahydrofuran / 1.) -78 deg C, 1 h; 2.) -18 deg C, 1 h; 3.) 0 deg C, overnight

With N-chloro-succinimide; lithium aluminium tetrahydride; potassium methanolate; sodium methylate; silver nitrate; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; acetonitrile;
DOI:10.1246/bcsj.59.525