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

Base Information

Chemical Name:N-{[4-((2R,3R)-1-(4-fluorophenyl)-3-{[2-(4-fluorophenyl)-2-oxoethyl]thio}-4-oxoazetidin-2-yl)phenoxy]acetyl}glycyl-L-asparagine
CAS No.:858103-97-6
Molecular Formula:C₃₁H₂₈F₂N₄O₈S
Molecular Weight:654.648
Hs Code.:

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

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

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

There total 10 articles about N-{[4-((2R,3R)-1-(4-fluorophenyl)-3-{[2-(4-fluorophenyl)-2-oxoethyl]thio}-4-oxoazetidin-2-yl)phenoxy]acetyl}glycyl-L-asparagine 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: 77.0%

: 858104-55-9
(3R,4R)-1-(4-fluorophenyl)-3-[(4-fluorobenzoyl)methylthio]-4-{4-[N-(carboxymethyl)carbamoylmethoxy]phenyl}azetidin-2-one

: 63094-81-5
L-asparagine 1,1-dimethylethyl ester monohydrochloride

: 858103-97-6
N-{[4-((2R,3R)-1-(4-fluorophenyl)-3-{[2-(4-fluorophenyl)-2-oxoethyl]thio}-4-oxoazetidin-2-yl)phenoxy]acetyl}glycyl-L-asparagine

Guidance literature:: (3R,4R)-1-(4-fluorophenyl)-3-[(4-fluorobenzoyl)methylthio]-4-{4-[N-(carboxymethyl)carbamoylmethoxy]phenyl}azetidin-2-one; L-asparagine 1,1-dimethylethyl ester monohydrochloride; 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:

: 858104-48-0
(3R,4R)-1-(4-fluorophenyl)-3-[(3-nitropyridin-2-yl)dithio]-4-[4-(t-butoxycarbonylmethoxy)phenyl]azetidin-2-one

: 858103-97-6
N-{[4-((2R,3R)-1-(4-fluorophenyl)-3-{[2-(4-fluorophenyl)-2-oxoethyl]thio}-4-oxoazetidin-2-yl)phenoxy]acetyl}glycyl-L-asparagine

Guidance literature:: Multi-step reaction with 5 steps

1.1: tributylphosphine; water / acetone / 0.5 h / 20 °C

1.2: 1.5 h / 20 °C

2.1: trifluoroacetic acid / dichloromethane / 0 - 20 °C

3.1: 4-methyl-morpholine / dichloromethane / 0.17 h / 20 °C

3.2: 25 h

4.1: trifluoroacetic acid / dichloromethane / 1 h

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

5.3: 2 h

With 4-methyl-morpholine; tributylphosphine; water; trifluoroacetic acid; In dichloromethane; acetone;

Reference yield:

: 858104-44-6
tert-butyl (4-{[(4-fluorophenyl)imino]methyl}phenoxy)acetate

: 858103-97-6
N-{[4-((2R,3R)-1-(4-fluorophenyl)-3-{[2-(4-fluorophenyl)-2-oxoethyl]thio}-4-oxoazetidin-2-yl)phenoxy]acetyl}glycyl-L-asparagine

Guidance literature:: Multi-step reaction with 8 steps

1.1: titanium(IV) isopropylate; titanium tetrachloride / dichloromethane / 0.08 h / 0 °C

1.2: 0.33 h / -40 - 0 °C

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

2.2: 18 h / 45 °C

2.3: 6 h / 45 °C

3.1: dichloromethane / 2 h / 0 °C

4.1: tributylphosphine; water / acetone / 0.5 h / 20 °C

4.2: 1.5 h / 20 °C

5.1: trifluoroacetic acid / dichloromethane / 0 - 20 °C

6.1: 4-methyl-morpholine / dichloromethane / 0.17 h / 20 °C

6.2: 25 h

7.1: trifluoroacetic acid / dichloromethane / 1 h

8.1: 4-methyl-morpholine / dichloromethane / 20 °C

8.3: 2 h

With 4-methyl-morpholine; titanium(IV) isopropylate; tributylphosphine; water; titanium tetrachloride; N,O-bis-(trimethylsilyl)-acetamide; trifluoroacetic acid; In dichloromethane; acetone; toluene;