N-{[4-((2R,3R)-1-(4-fluorophenyl)-3-{[2-(4-methoxyphenyl)-2-oxoethyl]thio}-4-oxoazetidin-2-yl)phenoxy]acetyl}glycine

Base Information

Chemical Name:N-{[4-((2R,3R)-1-(4-fluorophenyl)-3-{[2-(4-methoxyphenyl)-2-oxoethyl]thio}-4-oxoazetidin-2-yl)phenoxy]acetyl}glycine
CAS No.:858104-00-4
Molecular Formula:C₂₈H₂₅FN₂O₇S
Molecular Weight:552.58
Hs Code.:

Synonyms:N-{[4-((2R,3R)-1-(4-fluorophenyl)-3-{[2-(4-methoxyphenyl)-2-oxoethyl]thio}-4-oxoazetidin-2-yl)phenoxy]acetyl}glycine

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Chemical Property of N-{[4-((2R,3R)-1-(4-fluorophenyl)-3-{[2-(4-methoxyphenyl)-2-oxoethyl]thio}-4-oxoazetidin-2-yl)phenoxy]acetyl}glycine

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Technology Process of N-{[4-((2R,3R)-1-(4-fluorophenyl)-3-{[2-(4-methoxyphenyl)-2-oxoethyl]thio}-4-oxoazetidin-2-yl)phenoxy]acetyl}glycine

There total 10 articles about N-{[4-((2R,3R)-1-(4-fluorophenyl)-3-{[2-(4-methoxyphenyl)-2-oxoethyl]thio}-4-oxoazetidin-2-yl)phenoxy]acetyl}glycine 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: 95.0%

: 858104-20-8
[4-((2R,3R)-1-(4-fluorophenyl)-3-{[2-(4-methoxyphenyl)-2-oxoethyl]thio}-4-oxoazetidin-2-yl)phenoxy]acetic acid

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

: 858104-00-4
N-{[4-((2R,3R)-1-(4-fluorophenyl)-3-{[2-(4-methoxyphenyl)-2-oxoethyl]thio}-4-oxoazetidin-2-yl)phenoxy]acetyl}glycine

Guidance literature:: [4-((2R,3R)-1-(4-fluorophenyl)-3-{[2-(4-methoxyphenyl)-2-oxoethyl]thio}-4-oxoazetidin-2-yl)phenoxy]acetic acid; glycine tert-butyl ester hydrochloride; With 4-methyl-morpholine; In dichloromethane; at 20 ℃;

With (1,1,1-Benzotriazol-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate; In dichloromethane;

With trifluoroacetic acid; In dichloromethane; for 2h;

Reference yield:

: 858104-16-2
({[2-(4-methoxyphenyl)-5,5-dimethyl-1,3-dioxan-2-yl]methyl}thio)acetic acid

: 858104-00-4
N-{[4-((2R,3R)-1-(4-fluorophenyl)-3-{[2-(4-methoxyphenyl)-2-oxoethyl]thio}-4-oxoazetidin-2-yl)phenoxy]acetyl}glycine

Guidance literature:: Multi-step reaction with 5 steps

1.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 0.5 h / 0 °C

1.2: 17 h / 20 °C

2.1: titanium(IV) isopropylate; titanium tetrachloride / dichloromethane / 0.5 h / 0 °C

2.2: 0.83 h / -30 - 0 °C

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

3.2: 2 h / 45 °C

4.1: formic acid / 1.5 h

5.1: 4-methyl-morpholine / dichloromethane / 20 °C

5.3: 2 h

With 4-methyl-morpholine; titanium(IV) isopropylate; dmap; formic acid; titanium tetrachloride; N,O-bis-(trimethylsilyl)-acetamide; dicyclohexyl-carbodiimide; In dichloromethane; toluene;

Reference yield:

: 858104-15-1
ethyl ({[2-(4-methoxyphenyl)-5,5-dimethyl-1,3-dioxan-2-yl]methyl}thio)acetate

: 858104-00-4
N-{[4-((2R,3R)-1-(4-fluorophenyl)-3-{[2-(4-methoxyphenyl)-2-oxoethyl]thio}-4-oxoazetidin-2-yl)phenoxy]acetyl}glycine

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium hydroxide; water / tetrahydrofuran / 1.5 h / 0 °C

1.2: pH 4

2.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 0.5 h / 0 °C

2.2: 17 h / 20 °C

3.1: titanium(IV) isopropylate; titanium tetrachloride / dichloromethane / 0.5 h / 0 °C

3.2: 0.83 h / -30 - 0 °C

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

4.2: 2 h / 45 °C

5.1: formic acid / 1.5 h

6.1: 4-methyl-morpholine / dichloromethane / 20 °C

6.3: 2 h

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