1-[3-(R)-(3,4-difluorophenyl)-2-hydroxytetrahydro-2H-pyran-4(R)-ylmethyl]-3-(R)-methylpiperidine-3-carboxylic acid ethyl ester

Base Information

Chemical Name:1-[3-(R)-(3,4-difluorophenyl)-2-hydroxytetrahydro-2H-pyran-4(R)-ylmethyl]-3-(R)-methylpiperidine-3-carboxylic acid ethyl ester
CAS No.:855316-63-1
Molecular Formula:C₂₁H₂₉F₂NO₄
Molecular Weight:397.462
Hs Code.:

Synonyms:1-[3-(R)-(3,4-difluorophenyl)-2-hydroxytetrahydro-2H-pyran-4(R)-ylmethyl]-3-(R)-methylpiperidine-3-carboxylic acid ethyl ester

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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 1-[3-(R)-(3,4-difluorophenyl)-2-hydroxytetrahydro-2H-pyran-4(R)-ylmethyl]-3-(R)-methylpiperidine-3-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 1-[3-(R)-(3,4-difluorophenyl)-2-hydroxytetrahydro-2H-pyran-4(R)-ylmethyl]-3-(R)-methylpiperidine-3-carboxylic acid ethyl ester

There total 6 articles about 1-[3-(R)-(3,4-difluorophenyl)-2-hydroxytetrahydro-2H-pyran-4(R)-ylmethyl]-3-(R)-methylpiperidine-3-carboxylic acid ethyl ester 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:

: 855316-62-0
3-(R)-methyl-1-[2-oxo-3-(R)-(3,4-difluorophenyl)tetrahydro-2H-pyran-4(R)-ylmethyl]piperidine-3-carboxylic acid ethyl ester

: 855316-63-1
1-[3-(R)-(3,4-difluorophenyl)-2-hydroxytetrahydro-2H-pyran-4(R)-ylmethyl]-3-(R)-methylpiperidine-3-carboxylic acid ethyl ester

Guidance literature:: With lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; at -5 ℃; for 1.5h;
DOI:10.1021/jo0504161

Reference yield:

: 1-{2-(R)-[(S)-(3,4-difluorophenyl)-3-{N-[(1R,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylcarbamoyl}methyl]-4-hydroxybutyl}-3-(R)-methylpiperidine-3-carboxylic acid ethyl ester

: 855316-63-1
1-[3-(R)-(3,4-difluorophenyl)-2-hydroxytetrahydro-2H-pyran-4(R)-ylmethyl]-3-(R)-methylpiperidine-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: acetic acid / toluene / 120 h / 60 °C

1.2: 81 percent / DBU

2.1: LiAl(OtBu)3H / tetrahydrofuran / 1.5 h / -5 °C

With acetic acid; lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; toluene;
DOI:10.1021/jo0504161

Reference yield:

: 658-93-5
(3,4-difluorophenyl)acetic acid

: 855316-63-1
1-[3-(R)-(3,4-difluorophenyl)-2-hydroxytetrahydro-2H-pyran-4(R)-ylmethyl]-3-(R)-methylpiperidine-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 94 percent / 2-hydroxypyridine N-oxide; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / H₂O; tetrahydrofuran / 20 °C

2.1: LiHMDS; LiCl / tetrahydrofuran / 0.5 h / 0 °C

2.2: tetrahydrofuran / 0.5 h / -20 °C

3.1: 79 percent / LiB(sec-Bu)3H / tetrahydrofuran / 2 h / -21 °C

4.1: acetic acid / toluene / 120 h / 60 °C

4.2: 81 percent / DBU

5.1: LiAl(OtBu)3H / tetrahydrofuran / 1.5 h / -5 °C

With 2-hydroxy-pyridine N-oxide; L-Selectride; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium tri-t-butoxyaluminum hydride; lithium chloride; lithium hexamethyldisilazane; In tetrahydrofuran; water; toluene; 2.2: Michael addition;
DOI:10.1021/jo0504161