(2S,4S,5R)-2-(3-hydroxypropyl)-5-(4-methoxyphenyl)piperidin-4-ol

Base Information

Chemical Name:(2S,4S,5R)-2-(3-hydroxypropyl)-5-(4-methoxyphenyl)piperidin-4-ol
CAS No.:1394132-01-4
Molecular Formula:C₁₅H₂₃NO₃
Molecular Weight:265.353
Hs Code.:

Synonyms:(2S,4S,5R)-2-(3-hydroxypropyl)-5-(4-methoxyphenyl)piperidin-4-ol

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Chemical Property of (2S,4S,5R)-2-(3-hydroxypropyl)-5-(4-methoxyphenyl)piperidin-4-ol

Chemical Property:

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Technology Process of (2S,4S,5R)-2-(3-hydroxypropyl)-5-(4-methoxyphenyl)piperidin-4-ol

There total 9 articles about (2S,4S,5R)-2-(3-hydroxypropyl)-5-(4-methoxyphenyl)piperidin-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: 88.0%

: 1394131-99-7
3-((2R,4S,5S)-4-hydroxy-5-(4-methoxyphenyl)-N-hydroxypiperidin-2-yl)propyl acetate

: 1394132-01-4
(2S,4S,5R)-2-(3-hydroxypropyl)-5-(4-methoxyphenyl)piperidin-4-ol

Guidance literature:: 3-((2R,4S,5S)-4-hydroxy-5-(4-methoxyphenyl)-N-hydroxypiperidin-2-yl)propyl acetate; With titanium(III) chloride; In methanol; water; at 0 ℃; for 4h; Inert atmosphere;

With water; sodium hydroxide; Inert atmosphere;
DOI:10.1039/c2ob25689d

Reference yield:

: 4746-97-8
cyclohexanedione monoethylene ketal

: 1394132-01-4
(2S,4S,5R)-2-(3-hydroxypropyl)-5-(4-methoxyphenyl)piperidin-4-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: N¹,N¹-dimethyl-N²-(((S)-pyrrolidin-2-yl)methyl)ethane-1,2-diamine; toluene-4-sulfonic acid / N,N-dimethyl-formamide / 48 h / 20 °C / Inert atmosphere

2.1: disodium phosphate heptahydrate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 20 °C / Inert atmosphere

3.1: sodium tetrahydroborate / ethanol / 3 h / 20 °C / Inert atmosphere

4.1: collidine / dichloromethane / 4 h / -78 °C / Inert atmosphere

5.1: iodine / acetone / 1 h / 20 °C / Inert atmosphere

6.1: ammonium chloride; zinc / tetrahydrofuran; water / 3 h / 20 °C / Inert atmosphere

7.1: acetic acid; tetramethylammonium triacetoxyborohydride / acetonitrile / 1 h / 0 °C / Inert atmosphere

8.1: titanium(III) chloride / methanol; water / 4 h / 0 °C / Inert atmosphere

8.2: Inert atmosphere

With N¹,N¹-dimethyl-N²-(((S)-pyrrolidin-2-yl)methyl)ethane-1,2-diamine; sodium tetrahydroborate; titanium(III) chloride; disodium phosphate heptahydrate; iodine; ammonium chloride; toluene-4-sulfonic acid; acetic acid; 3-chloro-benzenecarboperoxoic acid; tetramethylammonium triacetoxyborohydride; zinc; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile; 1.1: Michael condensation / 2.1: Baeyer-Villiger oxidation;
DOI:10.1039/c2ob25689d

Reference yield:

: 1301743-46-3
(7S)-7-[(1R)-1-(4-methoxyphenyl)-2-nitroethyl]-1,4-dioxaspiro[4.5]decan-8-one

: 1394132-01-4
(2S,4S,5R)-2-(3-hydroxypropyl)-5-(4-methoxyphenyl)piperidin-4-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: disodium phosphate heptahydrate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 20 °C / Inert atmosphere

2.1: sodium tetrahydroborate / ethanol / 3 h / 20 °C / Inert atmosphere

3.1: collidine / dichloromethane / 4 h / -78 °C / Inert atmosphere

4.1: iodine / acetone / 1 h / 20 °C / Inert atmosphere

5.1: ammonium chloride; zinc / tetrahydrofuran; water / 3 h / 20 °C / Inert atmosphere

6.1: acetic acid; tetramethylammonium triacetoxyborohydride / acetonitrile / 1 h / 0 °C / Inert atmosphere

7.1: titanium(III) chloride / methanol; water / 4 h / 0 °C / Inert atmosphere

7.2: Inert atmosphere

With sodium tetrahydroborate; titanium(III) chloride; disodium phosphate heptahydrate; iodine; ammonium chloride; acetic acid; 3-chloro-benzenecarboperoxoic acid; tetramethylammonium triacetoxyborohydride; zinc; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetone; acetonitrile; 1.1: Baeyer-Villiger oxidation;
DOI:10.1039/c2ob25689d