(5R)-3-[3,5-difluoro-4-(4-hydroxy-4-methoxymethyl-piperidin-1-yl)-phenyl]-5-hydroxymethyl-oxazolidin-2-one

Base Information

Chemical Name:(5R)-3-[3,5-difluoro-4-(4-hydroxy-4-methoxymethyl-piperidin-1-yl)-phenyl]-5-hydroxymethyl-oxazolidin-2-one
CAS No.:1207472-06-7
Molecular Formula:C₁₇H₂₂F₂N₂O₅
Molecular Weight:372.369
Hs Code.:

Synonyms:(5R)-3-[3,5-difluoro-4-(4-hydroxy-4-methoxymethyl-piperidin-1-yl)-phenyl]-5-hydroxymethyl-oxazolidin-2-one

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Chemical Property of (5R)-3-[3,5-difluoro-4-(4-hydroxy-4-methoxymethyl-piperidin-1-yl)-phenyl]-5-hydroxymethyl-oxazolidin-2-one

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Technology Process of (5R)-3-[3,5-difluoro-4-(4-hydroxy-4-methoxymethyl-piperidin-1-yl)-phenyl]-5-hydroxymethyl-oxazolidin-2-one

There total 7 articles about (5R)-3-[3,5-difluoro-4-(4-hydroxy-4-methoxymethyl-piperidin-1-yl)-phenyl]-5-hydroxymethyl-oxazolidin-2-one 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: 51.0%

: 1207472-10-3
[3,5-difluoro-4-(4-hydroxy-4-methoxymethyl-piperidin-1-yl)-phenyl]-carbamic acid benzyl ester

: 1207472-06-7
(5R)-3-[3,5-difluoro-4-(4-hydroxy-4-methoxymethyl-piperidin-1-yl)-phenyl]-5-hydroxymethyl-oxazolidin-2-one

Guidance literature:: [3,5-difluoro-4-(4-hydroxy-4-methoxymethyl-piperidin-1-yl)-phenyl]-carbamic acid benzyl ester; With n-butyllithium; In tetrahydrofuran; hexane; at 40 ℃; for 1h; Inert atmosphere;

With (R)-glycidyl butyrate; In tetrahydrofuran; hexane; at 40 ℃;

With water; sodium methylate; In tetrahydrofuran; methanol; hexane; for 0.5h;

Reference yield:

: 565459-90-7
1-(2,6-difluoro-4-nitrophenyl)piperidin-4-one

: 1207472-06-7
(5R)-3-[3,5-difluoro-4-(4-hydroxy-4-methoxymethyl-piperidin-1-yl)-phenyl]-5-hydroxymethyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium tert-butylate / acetonitrile / 2.5 h / 0 - 5 °C / Inert atmosphere

1.2: 2 h / 5 - 10 °C

2.1: methanol / 26 h / 20 °C

2.2: 1 h

3.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 3 h / 45 - 55 °C / 1551.49 Torr

4.1: sodium hydrogencarbonate / toluene / 2 h / 40 - 45 °C

5.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / 40 °C / Inert atmosphere

5.2: 40 °C

5.3: 0.5 h

With n-butyllithium; potassium tert-butylate; hydrogen; sodium hydrogencarbonate; palladium 10% on activated carbon; In tetrahydrofuran; methanol; hexane; ethyl acetate; toluene; acetonitrile;

Reference yield:

: 41979-39-9
4-piperidone hydrochloride

: 1207472-06-7
(5R)-3-[3,5-difluoro-4-(4-hydroxy-4-methoxymethyl-piperidin-1-yl)-phenyl]-5-hydroxymethyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine / chloroform / 0.5 h

1.2: 8 h / 65 - 70 °C

2.1: potassium tert-butylate / acetonitrile / 2.5 h / 0 - 5 °C / Inert atmosphere

2.2: 2 h / 5 - 10 °C

3.1: methanol / 26 h / 20 °C

3.2: 1 h

4.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 3 h / 45 - 55 °C / 1551.49 Torr

5.1: sodium hydrogencarbonate / toluene / 2 h / 40 - 45 °C

6.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / 40 °C / Inert atmosphere

6.2: 40 °C

6.3: 0.5 h

With n-butyllithium; potassium tert-butylate; hydrogen; sodium hydrogencarbonate; triethylamine; palladium 10% on activated carbon; In tetrahydrofuran; methanol; hexane; chloroform; ethyl acetate; toluene; acetonitrile;