(5S)-N-2-{3-[3,5-difluoro-4-(4-hydroxy-4-methoxymethyl-piperidin-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-phthalimide

Base Information

Chemical Name:(5S)-N-2-{3-[3,5-difluoro-4-(4-hydroxy-4-methoxymethyl-piperidin-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-phthalimide
CAS No.:1207472-14-7
Molecular Formula:C₂₅H₂₅F₂N₃O₆
Molecular Weight:501.487
Hs Code.:

Synonyms:(5S)-N-2-{3-[3,5-difluoro-4-(4-hydroxy-4-methoxymethyl-piperidin-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-phthalimide

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Chemical Property of (5S)-N-2-{3-[3,5-difluoro-4-(4-hydroxy-4-methoxymethyl-piperidin-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-phthalimide

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Technology Process of (5S)-N-2-{3-[3,5-difluoro-4-(4-hydroxy-4-methoxymethyl-piperidin-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-phthalimide

There total 10 articles about (5S)-N-2-{3-[3,5-difluoro-4-(4-hydroxy-4-methoxymethyl-piperidin-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-phthalimide 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: 85.0%

: 1207472-07-8
(5R)-methanesulfonic acid 3-[3,5-difluoro-4-(4-hydroxy-4-methoxymethyl-piperidin-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl ester

: 1207472-14-7
(5S)-N-2-{3-[3,5-difluoro-4-(4-hydroxy-4-methoxymethyl-piperidin-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-phthalimide

Guidance literature:: With potassium phtalimide; In N,N-dimethyl-formamide; at 90 ℃; for 4h;

Reference yield: 58.0%

: 136918-14-4,85-41-6
phthalimide

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

: 1207472-14-7
(5S)-N-2-{3-[3,5-difluoro-4-(4-hydroxy-4-methoxymethyl-piperidin-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-phthalimide

Guidance literature:: phthalimide; With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 0.166667h;

(5R)-3-[3,5-difluoro-4-(4-hydroxy-4-methoxymethyl-piperidin-1-yl)-phenyl]-5-hydroxymethyl-oxazolidin-2-one; In tetrahydrofuran; at 20 ℃; for 8h;

Reference yield:

: 66684-58-0
3,4,5-trifluoronitrobenzene

: 1207472-14-7
(5S)-N-2-{3-[3,5-difluoro-4-(4-hydroxy-4-methoxymethyl-piperidin-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-phthalimide

Guidance literature:: Multi-step reaction with 7 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

7.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 0.17 h / 20 °C

7.2: 8 h / 20 °C

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