(4S)-3-[(2S,3S)-2-(biphenyl-4-ylmethoxy)-3-hydroxy-2-methyl-3-(pyridin-3-yl)propanoyl]-5,5-dimethyl-4-phenyl-1,3-oxazolidin-2-one

Base Information

Chemical Name:(4S)-3-[(2S,3S)-2-(biphenyl-4-ylmethoxy)-3-hydroxy-2-methyl-3-(pyridin-3-yl)propanoyl]-5,5-dimethyl-4-phenyl-1,3-oxazolidin-2-one
CAS No.:1219004-71-3
Molecular Formula:C₃₃H₃₂N₂O₅
Molecular Weight:536.627
Hs Code.:

Synonyms:(4S)-3-[(2S,3S)-2-(biphenyl-4-ylmethoxy)-3-hydroxy-2-methyl-3-(pyridin-3-yl)propanoyl]-5,5-dimethyl-4-phenyl-1,3-oxazolidin-2-one

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Chemical Property of (4S)-3-[(2S,3S)-2-(biphenyl-4-ylmethoxy)-3-hydroxy-2-methyl-3-(pyridin-3-yl)propanoyl]-5,5-dimethyl-4-phenyl-1,3-oxazolidin-2-one

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Technology Process of (4S)-3-[(2S,3S)-2-(biphenyl-4-ylmethoxy)-3-hydroxy-2-methyl-3-(pyridin-3-yl)propanoyl]-5,5-dimethyl-4-phenyl-1,3-oxazolidin-2-one

There total 5 articles about (4S)-3-[(2S,3S)-2-(biphenyl-4-ylmethoxy)-3-hydroxy-2-methyl-3-(pyridin-3-yl)propanoyl]-5,5-dimethyl-4-phenyl-1,3-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:

: 500-22-1
3-pyridinecarboxaldehyde

: 1219004-56-4
C₂₇H₂₇NO₄

: 1219004-71-3
(4S)-3-[(2S,3S)-2-(biphenyl-4-ylmethoxy)-3-hydroxy-2-methyl-3-(pyridin-3-yl)propanoyl]-5,5-dimethyl-4-phenyl-1,3-oxazolidin-2-one

Guidance literature:: C₂₇H₂₇NO₄; With lithium diisopropyl amide; In tetrahydrofuran; n-heptane; ethylbenzene; at -78 ℃; for 0.5h; Inert atmosphere;

With triisopropoxytitanium(IV) chloride; In tetrahydrofuran; n-heptane; ethylbenzene; at -40 ℃; for 1h; Inert atmosphere;

3-pyridinecarboxaldehyde; In tetrahydrofuran; n-heptane; ethylbenzene; at -78 - -40 ℃; for 2h; Inert atmosphere;
DOI:10.1016/j.bmcl.2012.01.140

Reference yield:

: 658703-75-4
(2S)-2-(biphenyl-4-ylmethoxy)propanoic acid

: 1219004-71-3
(4S)-3-[(2S,3S)-2-(biphenyl-4-ylmethoxy)-3-hydroxy-2-methyl-3-(pyridin-3-yl)propanoyl]-5,5-dimethyl-4-phenyl-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: thionyl chloride / 1 h / 65 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

2.2: 3.5 h / -78 - 25 °C / Inert atmosphere

3.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.5 h / -78 °C / Inert atmosphere

3.2: 1 h / -40 °C / Inert atmosphere

3.3: 2 h / -78 - -40 °C / Inert atmosphere

With n-butyllithium; thionyl chloride; lithium diisopropyl amide; In tetrahydrofuran; hexane; n-heptane; ethylbenzene;
DOI:10.1016/j.bmcl.2012.01.140

Reference yield:

: 1219004-57-5
methyl (2S)-2-(biphenyl-4-ylmethoxy)propanoate

: 1219004-71-3
(4S)-3-[(2S,3S)-2-(biphenyl-4-ylmethoxy)-3-hydroxy-2-methyl-3-(pyridin-3-yl)propanoyl]-5,5-dimethyl-4-phenyl-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: water; lithium hydroxide / tetrahydrofuran / 18 h / 25 °C / Inert atmosphere

2.1: thionyl chloride / 1 h / 65 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

3.2: 3.5 h / -78 - 25 °C / Inert atmosphere

4.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.5 h / -78 °C / Inert atmosphere

4.2: 1 h / -40 °C / Inert atmosphere

4.3: 2 h / -78 - -40 °C / Inert atmosphere

With n-butyllithium; thionyl chloride; water; lithium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; hexane; n-heptane; ethylbenzene;
DOI:10.1016/j.bmcl.2012.01.140