(2S,4R,6S)-2-(4-(benzyloxy)butyl)-6-(3,4-dimethoxyphenyl)piperidine-4-ol

Base Information

Chemical Name:(2S,4R,6S)-2-(4-(benzyloxy)butyl)-6-(3,4-dimethoxyphenyl)piperidine-4-ol
CAS No.:1333213-17-4
Molecular Formula:C₂₄H₃₃NO₄
Molecular Weight:399.53
Hs Code.:

Synonyms:(2S,4R,6S)-2-(4-(benzyloxy)butyl)-6-(3,4-dimethoxyphenyl)piperidine-4-ol

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Chemical Property of (2S,4R,6S)-2-(4-(benzyloxy)butyl)-6-(3,4-dimethoxyphenyl)piperidine-4-ol

Chemical Property:

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Technology Process of (2S,4R,6S)-2-(4-(benzyloxy)butyl)-6-(3,4-dimethoxyphenyl)piperidine-4-ol

There total 9 articles about (2S,4R,6S)-2-(4-(benzyloxy)butyl)-6-(3,4-dimethoxyphenyl)piperidine-4-ol 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: 92.0%

: 1333213-16-3
(2S,4R,6S)-2-(4-(benzyloxy)butyl)-6-(3,4-dimethoxyphenyl)-7-oxa-1-azabicyclo[2.2.1]heptane

: 1333213-17-4
(2S,4R,6S)-2-(4-(benzyloxy)butyl)-6-(3,4-dimethoxyphenyl)piperidine-4-ol

Guidance literature:: With acetic acid; zinc; In water; at 20 ℃; for 0.166667h;
DOI:10.1021/ol2019967

Reference yield:

: 1333213-03-8
C₁₈H₂₅NO₄

: 1333213-17-4
(2S,4R,6S)-2-(4-(benzyloxy)butyl)-6-(3,4-dimethoxyphenyl)piperidine-4-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: diethyl ether / 12.5 h / -30 °C / Inert atmosphere

2.1: sodium tungstate heptahydrate; dihydrogen peroxide / water; acetone / 12 h

3.1: toluene / 30 h / Reflux; Inert atmosphere

4.1: hydrogenchloride / tetrahydrofuran; water / 3 h / 0 °C

5.1: sodium periodate / water; acetonitrile / 0.5 h / 5 - 10 °C

6.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 - 0 °C / Inert atmosphere

6.2: -78 - 20 °C / Inert atmosphere

7.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C

8.1: acetic acid; zinc / water / 0.17 h / 20 °C

With hydrogenchloride; sodium periodate; n-butyllithium; palladium 10% on activated carbon; sodium tungstate heptahydrate; hydrogen; dihydrogen peroxide; acetic acid; zinc; In tetrahydrofuran; methanol; diethyl ether; hexane; water; acetone; toluene; acetonitrile; 6.1: Wittig reaction / 6.2: Wittig reaction;
DOI:10.1021/ol2019967

Reference yield:

: 5763-61-1
3,4-dimethoxybenzylamine

: 1333213-17-4
(2S,4R,6S)-2-(4-(benzyloxy)butyl)-6-(3,4-dimethoxyphenyl)piperidine-4-ol

Guidance literature:: Multi-step reaction with 9 steps

1.1: magnesium sulfate / tetrahydrofuran / 0.17 h / 5 °C / Inert atmosphere

1.2: 5 - 20 °C / Inert atmosphere

2.1: diethyl ether / 12.5 h / -30 °C / Inert atmosphere

3.1: sodium tungstate heptahydrate; dihydrogen peroxide / water; acetone / 12 h

4.1: toluene / 30 h / Reflux; Inert atmosphere

5.1: hydrogenchloride / tetrahydrofuran; water / 3 h / 0 °C

6.1: sodium periodate / water; acetonitrile / 0.5 h / 5 - 10 °C

7.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 - 0 °C / Inert atmosphere

7.2: -78 - 20 °C / Inert atmosphere

8.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C

9.1: acetic acid; zinc / water / 0.17 h / 20 °C

With hydrogenchloride; sodium periodate; n-butyllithium; palladium 10% on activated carbon; sodium tungstate heptahydrate; hydrogen; dihydrogen peroxide; magnesium sulfate; acetic acid; zinc; In tetrahydrofuran; methanol; diethyl ether; hexane; water; acetone; toluene; acetonitrile; 7.1: Wittig reaction / 7.2: Wittig reaction;
DOI:10.1021/ol2019967