(4R)-3-[(3R)-1-oxo-3-[3-(phenylmethoxy)phenyl]pentyl]-4-phenyl-2-oxazolidinone

Base Information

Chemical Name:(4R)-3-[(3R)-1-oxo-3-[3-(phenylmethoxy)phenyl]pentyl]-4-phenyl-2-oxazolidinone
CAS No.:1383959-12-3
Molecular Formula:C₂₇H₂₇NO₄
Molecular Weight:429.516
Hs Code.:

Synonyms:(4R)-3-[(3R)-1-oxo-3-[3-(phenylmethoxy)phenyl]pentyl]-4-phenyl-2-oxazolidinone

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Chemical Property of (4R)-3-[(3R)-1-oxo-3-[3-(phenylmethoxy)phenyl]pentyl]-4-phenyl-2-oxazolidinone

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Technology Process of (4R)-3-[(3R)-1-oxo-3-[3-(phenylmethoxy)phenyl]pentyl]-4-phenyl-2-oxazolidinone

There total 8 articles about (4R)-3-[(3R)-1-oxo-3-[3-(phenylmethoxy)phenyl]pentyl]-4-phenyl-2-oxazolidinone 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: 88.0%

: 1383959-11-2
(4R)-3-[(2E)-3-[3-(benzyloxy)phenyl]acryloyl]-4-phenyl-oxazolidin-2-one

: 925-90-6
ethylmagnesium bromide

: 1383959-12-3
(4R)-3-[(3R)-1-oxo-3-[3-(phenylmethoxy)phenyl]pentyl]-4-phenyl-2-oxazolidinone

Guidance literature:: ethylmagnesium bromide; With copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; at -40 ℃; for 0.416667h; Inert atmosphere; Large scale reaction;

With boron trifluoride diethyl etherate; In tetrahydrofuran; at -40 ℃; for 0.416667h; Inert atmosphere; Large scale reaction;

(4R)-3-[(2E)-3-[3-(benzyloxy)phenyl]acryloyl]-4-phenyl-oxazolidin-2-one; In tetrahydrofuran; at -40 - -20 ℃; for 2h; diastereoselective reaction; Inert atmosphere; Large scale reaction;
DOI:10.1016/j.tetasy.2012.03.012

Reference yield: 85.0%

: (R)-3-(3-(benzyloxy) phenyl) pentanoyl chloride

: 90319-52-1,7480-32-2
(4R)-phenyl-2-oxazolidinone

: 1383959-12-3
(4R)-3-[(3R)-1-oxo-3-[3-(phenylmethoxy)phenyl]pentyl]-4-phenyl-2-oxazolidinone

Guidance literature:: (4R)-phenyl-2-oxazolidinone; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

(R)-3-(3-(benzyloxy) phenyl) pentanoyl chloride; In tetrahydrofuran; at -78 - 0 ℃; for 2.5h;

Reference yield:

: 122024-75-3,138835-16-2
3-<3-(phenylmethoxy)phenyl>-2-propenoic acid

: 1383959-12-3
(4R)-3-[(3R)-1-oxo-3-[3-(phenylmethoxy)phenyl]pentyl]-4-phenyl-2-oxazolidinone

Guidance literature:: Multi-step reaction with 3 steps

1.1: oxalyl dichloride / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere; Large scale reaction

2.1: triethylamine / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere; Large scale reaction

3.1: copper(I) bromide dimethylsulfide complex / tetrahydrofuran / 0.42 h / -40 °C / Inert atmosphere; Large scale reaction

3.2: 0.42 h / -40 °C / Inert atmosphere; Large scale reaction

3.3: 2 h / -40 - -20 °C / Inert atmosphere; Large scale reaction

With oxalyl dichloride; copper(I) bromide dimethylsulfide complex; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetasy.2012.03.012