(3R,4S)-4-(4-(benzyloxy)phenyl)-3-((1'R)-1',2'-dihydroxyethyl)-1-(4-fluorophenyl)-azetidin-2-one

Base Information

Chemical Name:(3R,4S)-4-(4-(benzyloxy)phenyl)-3-((1'R)-1',2'-dihydroxyethyl)-1-(4-fluorophenyl)-azetidin-2-one
CAS No.:1240816-39-0
Molecular Formula:C₂₄H₂₂FNO₄
Molecular Weight:407.441
Hs Code.:

Synonyms:(3R,4S)-4-(4-(benzyloxy)phenyl)-3-((1'R)-1',2'-dihydroxyethyl)-1-(4-fluorophenyl)-azetidin-2-one

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Chemical Property of (3R,4S)-4-(4-(benzyloxy)phenyl)-3-((1'R)-1',2'-dihydroxyethyl)-1-(4-fluorophenyl)-azetidin-2-one

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Technology Process of (3R,4S)-4-(4-(benzyloxy)phenyl)-3-((1'R)-1',2'-dihydroxyethyl)-1-(4-fluorophenyl)-azetidin-2-one

There total 4 articles about (3R,4S)-4-(4-(benzyloxy)phenyl)-3-((1'R)-1',2'-dihydroxyethyl)-1-(4-fluorophenyl)-azetidin-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: 90.0%

: 1240816-36-7
(3R,4S)-4-(4-(benzyloxy)phenyl)-3-((4'R)-2',2'-dimethyl-1',3'-dioxolan-4'-yl)-1-(4-fluorophenyl)azetidin-2-one

: 1240816-39-0
(3R,4S)-4-(4-(benzyloxy)phenyl)-3-((1'R)-1',2'-dihydroxyethyl)-1-(4-fluorophenyl)-azetidin-2-one

Guidance literature:: (3R,4S)-4-(4-(benzyloxy)phenyl)-3-((4'R)-2',2'-dimethyl-1',3'-dioxolan-4'-yl)-1-(4-fluorophenyl)azetidin-2-one; With trifluoroacetic acid; In tetrahydrofuran; water; for 24h;

With potassium carbonate; In tetrahydrofuran; water; at 0 ℃; for 0.25h;

Reference yield:

: 406-00-8
4-fluoro-N-hydroxyaniline

: 1240816-39-0
(3R,4S)-4-(4-(benzyloxy)phenyl)-3-((1'R)-1',2'-dihydroxyethyl)-1-(4-fluorophenyl)-azetidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: methanesulfonic acid / acetone / 2 h / 20 °C

2.1: copper(l) iodide; N,N,N',N'-tetramethylguanidine / acetonitrile / 0 °C / Inert atmosphere

2.2: 16 h / 20 °C / Inert atmosphere

3.1: water; trifluoroacetic acid / tetrahydrofuran / 6 h / 50 °C

With copper(l) iodide; methanesulfonic acid; water; trifluoroacetic acid; N,N,N',N'-tetramethylguanidine; In tetrahydrofuran; acetone; acetonitrile; 2.2: Kinugasa reaction;
DOI:10.1021/jo2010846

Reference yield:

: 350-46-9,178603-76-4
4-Fluoronitrobenzene

: 1240816-39-0
(3R,4S)-4-(4-(benzyloxy)phenyl)-3-((1'R)-1',2'-dihydroxyethyl)-1-(4-fluorophenyl)-azetidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: water; ammonium chloride; zinc / 60 - 65 °C

2.1: methanesulfonic acid / acetone / 2 h / 20 °C

3.1: copper(l) iodide; N,N,N',N'-tetramethylguanidine / acetonitrile / 0 °C / Inert atmosphere

3.2: 16 h / 20 °C / Inert atmosphere

4.1: water; trifluoroacetic acid / tetrahydrofuran / 6 h / 50 °C

With copper(l) iodide; methanesulfonic acid; water; ammonium chloride; trifluoroacetic acid; zinc; N,N,N',N'-tetramethylguanidine; In tetrahydrofuran; acetone; acetonitrile; 3.2: Kinugasa reaction;
DOI:10.1021/jo2010846