{4-[(2R,3R)-3-{[2-(1,3-benzodioxol-5-yl)-2-hydroxyethyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetic acid

Base Information

Chemical Name:{4-[(2R,3R)-3-{[2-(1,3-benzodioxol-5-yl)-2-hydroxyethyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetic acid
CAS No.:917886-82-9
Molecular Formula:C₂₆H₂₂FNO₇S
Molecular Weight:511.528
Hs Code.:

Synonyms:{4-[(2R,3R)-3-{[2-(1,3-benzodioxol-5-yl)-2-hydroxyethyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetic acid

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Chemical Property of {4-[(2R,3R)-3-{[2-(1,3-benzodioxol-5-yl)-2-hydroxyethyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetic acid

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Technology Process of {4-[(2R,3R)-3-{[2-(1,3-benzodioxol-5-yl)-2-hydroxyethyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetic acid

There total 13 articles about {4-[(2R,3R)-3-{[2-(1,3-benzodioxol-5-yl)-2-hydroxyethyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetic acid 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:

: 917886-80-7
{4-[(2R,3R)-3-{[2-(1,3-benzodioxol-5-yl)-2-oxoethyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetic acid

: 917886-82-9
{4-[(2R,3R)-3-{[2-(1,3-benzodioxol-5-yl)-2-hydroxyethyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetic acid

Guidance literature:: {4-[(2R,3R)-3-{[2-(1,3-benzodioxol-5-yl)-2-oxoethyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetic acid; With sodium tetrahydroborate; In methanol; for 0.25h;

With hydrogenchloride; methanol; water;

Reference yield:

: 40288-65-1
1-(benzo[1,3]dioxol-5-yl)-2-bromoethanone

: 917886-82-9
{4-[(2R,3R)-3-{[2-(1,3-benzodioxol-5-yl)-2-hydroxyethyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetic acid

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 18 h / 18 - 25 °C

2: formic acid / 1.5 h / 18 - 25 °C

3: sodium tetrahydroborate / methanol / 0.25 h

With sodium tetrahydroborate; formic acid; triethylamine; In methanol; dichloromethane;

Reference yield:

: 917886-99-8
ethyl {[2-(1,3-benzodioxol-5-yl)-2-oxoethyl]thio}acetate

: 917886-82-9
{4-[(2R,3R)-3-{[2-(1,3-benzodioxol-5-yl)-2-hydroxyethyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: toluene-4-sulfonic acid / benzene / 2 h / Heating / reflux

2.1: lithium hydroxide; water / tetrahydrofuran / 19 h / 0 - 25 °C

2.2: pH 3

3.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 0.33 h / 0 °C

3.2: 16 h / 18 - 25 °C

4.1: titanium(IV) isopropylate; titanium tetrachloride / dichloromethane / 0.83 h / 0 °C

4.2: 0.83 h / -30 °C

4.3: 1.67 h / -30 °C

5.1: N,O-bis-(trimethylsilyl)-acetamide / toluene / 1 h / 90 °C

5.2: 1 h / 45 °C

6.1: formic acid / 2 h / 18 - 25 °C

7.1: sodium tetrahydroborate / methanol / 0.25 h

With titanium(IV) isopropylate; dmap; lithium hydroxide; sodium tetrahydroborate; formic acid; N,O-bis-(trimethylsilyl)-acetamide; water; titanium tetrachloride; dicyclohexyl-carbodiimide; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; toluene; benzene;