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

Base Information

Chemical Name:3-((2R,4S,5S)-4-hydroxy-5-(4-methoxyphenyl)-N-hydroxypiperidin-2-yl)propyl acetate
CAS No.:1394131-99-7
Molecular Formula:C₁₇H₂₅NO₅
Molecular Weight:323.389
Hs Code.:

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

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

Chemical Property:

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Technology Process of 3-((2R,4S,5S)-4-hydroxy-5-(4-methoxyphenyl)-N-hydroxypiperidin-2-yl)propyl acetate

There total 8 articles about 3-((2R,4S,5S)-4-hydroxy-5-(4-methoxyphenyl)-N-hydroxypiperidin-2-yl)propyl acetate 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%

: 1394131-98-6
(3R,4S)-4-hydroxy-6-(3-acetoxypropyl)-3-(4-methoxyphenyl)-2,3,4,5-tetrahydropyridine-1-oxide

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

Guidance literature:: With acetic acid; tetramethylammonium triacetoxyborohydride; In acetonitrile; at 0 ℃; for 1h; Inert atmosphere;
DOI:10.1039/c2ob25689d

Reference yield:

: 4746-97-8
cyclohexanedione monoethylene ketal

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

Guidance literature:: Multi-step reaction with 7 steps

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

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

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

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

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

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

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

Reference yield:

: 1301743-47-4
(S)-7-((R)-1-(4-methoxyphenyl)-2-nitroethyl)-1,4,8-trioxaspiro[4.6]undecan-9-one

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

Guidance literature:: Multi-step reaction with 5 steps

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

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

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

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

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

With sodium tetrahydroborate; iodine; ammonium chloride; acetic acid; tetramethylammonium triacetoxyborohydride; zinc; In tetrahydrofuran; ethanol; dichloromethane; water; acetone; acetonitrile;
DOI:10.1039/c2ob25689d