tert-butyl N-({4-[(2R,3R)-3-{[2-(1,3-benzodioxol-5-yl)-2-oxoethyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetyl)glycinate

Base Information

Chemical Name:tert-butyl N-({4-[(2R,3R)-3-{[2-(1,3-benzodioxol-5-yl)-2-oxoethyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetyl)glycinate
CAS No.:917886-97-6
Molecular Formula:C₃₂H₃₁FN₂O₈S
Molecular Weight:622.671
Hs Code.:

Synonyms:tert-butyl N-({4-[(2R,3R)-3-{[2-(1,3-benzodioxol-5-yl)-2-oxoethyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetyl)glycinate

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Chemical Property of tert-butyl N-({4-[(2R,3R)-3-{[2-(1,3-benzodioxol-5-yl)-2-oxoethyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetyl)glycinate

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Technology Process of tert-butyl N-({4-[(2R,3R)-3-{[2-(1,3-benzodioxol-5-yl)-2-oxoethyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetyl)glycinate

There total 15 articles about tert-butyl N-({4-[(2R,3R)-3-{[2-(1,3-benzodioxol-5-yl)-2-oxoethyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetyl)glycinate 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

: 27532-96-3
glycine tert-butyl ester hydrochloride

: 917886-97-6
tert-butyl N-({4-[(2R,3R)-3-{[2-(1,3-benzodioxol-5-yl)-2-oxoethyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetyl)glycinate

Guidance literature:: With 4-methyl-morpholine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; In dichloromethane; at 18 - 25 ℃;

Reference yield:

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

: 917886-97-6
tert-butyl N-({4-[(2R,3R)-3-{[2-(1,3-benzodioxol-5-yl)-2-oxoethyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetyl)glycinate

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: 4-methyl-morpholine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / dichloromethane / 18 - 25 °C

With 4-methyl-morpholine; formic acid; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In dichloromethane;

Reference yield:

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

: 917886-97-6
tert-butyl N-({4-[(2R,3R)-3-{[2-(1,3-benzodioxol-5-yl)-2-oxoethyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetyl)glycinate

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: 4-methyl-morpholine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / dichloromethane / 18 - 25 °C

With 4-methyl-morpholine; titanium(IV) isopropylate; dmap; lithium hydroxide; formic acid; N,O-bis-(trimethylsilyl)-acetamide; water; titanium tetrachloride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; dicyclohexyl-carbodiimide; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; toluene; benzene;