tert-butyl {4-[(2R,3R)-3-{[(5,5-dimethyl-2-phenyl-1,3-dioxan-2-yl)methyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetate

Base Information

Chemical Name:tert-butyl {4-[(2R,3R)-3-{[(5,5-dimethyl-2-phenyl-1,3-dioxan-2-yl)methyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetate
CAS No.:858104-13-9
Molecular Formula:C₃₄H₃₈FNO₆S
Molecular Weight:607.743
Hs Code.:

Synonyms:tert-butyl {4-[(2R,3R)-3-{[(5,5-dimethyl-2-phenyl-1,3-dioxan-2-yl)methyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetate

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Chemical Property of tert-butyl {4-[(2R,3R)-3-{[(5,5-dimethyl-2-phenyl-1,3-dioxan-2-yl)methyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetate

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Technology Process of tert-butyl {4-[(2R,3R)-3-{[(5,5-dimethyl-2-phenyl-1,3-dioxan-2-yl)methyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetate

There total 10 articles about tert-butyl {4-[(2R,3R)-3-{[(5,5-dimethyl-2-phenyl-1,3-dioxan-2-yl)methyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetate 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: 31.0%

: 858104-12-8
tert-butyl (4-{(1S,2R)-2-{[(5,5-dimethyl-2-phenyl-1,3-dioxan-2-yl)methyl]thio}-1-[(4-fluorophenyl)amino]-3-oxo-3-[(4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl]propyl}phenoxy)acetate

: 858104-13-9
tert-butyl {4-[(2R,3R)-3-{[(5,5-dimethyl-2-phenyl-1,3-dioxan-2-yl)methyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetate

Guidance literature:: tert-butyl (4-{(1S,2R)-2-{[(5,5-dimethyl-2-phenyl-1,3-dioxan-2-yl)methyl]thio}-1-[(4-fluorophenyl)amino]-3-oxo-3-[(4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl]propyl}phenoxy)acetate; With N,O-bis-(trimethylsilyl)-acetamide; In toluene; at 90 ℃; for 1h;

tetrabutyl ammonium fluoride; In toluene; at 45 ℃; for 2h;

Reference yield:

: 66560-19-8
ethyl 2-((2-oxo-2-phenylethyl)thio)acetate

: 858104-13-9
tert-butyl {4-[(2R,3R)-3-{[(5,5-dimethyl-2-phenyl-1,3-dioxan-2-yl)methyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetate

Guidance literature:: Multi-step reaction with 5 steps

1.1: toluene-4-sulfonic acid / toluene / 20 °C / Heating / reflux

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

2.2: pH 6

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

3.2: 70 h / 20 °C

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

4.2: 0.83 h / -30 - 0 °C

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

5.2: 2 h / 45 °C

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

Reference yield:

: 126-30-7
2,2-Dimethyl-1,3-propanediol

: 858104-13-9
tert-butyl {4-[(2R,3R)-3-{[(5,5-dimethyl-2-phenyl-1,3-dioxan-2-yl)methyl]thio}-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]phenoxy}acetate

Guidance literature:: Multi-step reaction with 5 steps

1.1: toluene-4-sulfonic acid / toluene / 20 °C / Heating / reflux

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

2.2: pH 6

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

3.2: 70 h / 20 °C

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

4.2: 0.83 h / -30 - 0 °C

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

5.2: 2 h / 45 °C

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