Glycine, N-[[4-[(2R,3R)-1-(4-fluorophenyl)-3-[[2-(4-fluorophenyl)-2-oxoethyl]thio]- 4-oxo-2-azetidinyl]phenoxy]acetyl]-

Base Information

• Chemical Name: Glycine, N-[[4-[(2R,3R)-1-(4-fluorophenyl)-3-[[2-(4-fluorophenyl)-2-oxoethyl]thio]- 4-oxo-2-azetidinyl]phenoxy]acetyl]-
• CAS No.: 858104-55-9
• Molecular Formula: C27H22F2N2O6S
• Molecular Weight: 540.544
• Mol file: 858104-55-9.mol

Synonyms:

Chemical Property of Glycine, N-[[4-[(2R,3R)-1-(4-fluorophenyl)-3-[[2-(4-fluorophenyl)-2-oxoethyl]thio]- 4-oxo-2-azetidinyl]phenoxy]acetyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Glycine, N-[[4-[(2R,3R)-1-(4-fluorophenyl)-3-[[2-(4-fluorophenyl)-2-oxoethyl]thio]- 4-oxo-2-azetidinyl]phenoxy]acetyl]-

There total 18 articles about Glycine, N-[[4-[(2R,3R)-1-(4-fluorophenyl)-3-[[2-(4-fluorophenyl)-2-oxoethyl]thio]- 4-oxo-2-azetidinyl]phenoxy]acetyl]- 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:

C31H30F2N2O6S (858105-05-2) → (3R,4R)-1-(4-fluorophenyl)-3-[(4-fluorobenzoyl)methylthio]-4-{4-[N-(carboxymethyl)carbamoylmethoxy]phenyl}azetidin-2-one (858104-55-9)

Guidance literature:

With formic acid; at 35 ℃; for 6h; Inert atmosphere;

DOI:10.1021/op200314z

Reference yield:

(4-{(2R,3R)-1-(4-fluoro-phenyl)-3-[(RS)-2-(4-fluoro-phenyl)-2-oxoethylsulfanyl]-4-oxo-azetidin-2-yl}-phenoxy)-acetic acid (858104-50-4) → (3R,4R)-1-(4-fluorophenyl)-3-[(4-fluorobenzoyl)methylthio]-4-{4-[N-(carboxymethyl)carbamoylmethoxy]phenyl}azetidin-2-one (858104-55-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 4-methyl-morpholine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / dichloromethane / 1 h / 20 °C / Inert atmosphere

2: formic acid / 6 h / 35 °C / Inert atmosphere

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

DOI:10.1021/op200314z

Reference yield:

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → (3R,4R)-1-(4-fluorophenyl)-3-[(4-fluorobenzoyl)methylthio]-4-{4-[N-(carboxymethyl)carbamoylmethoxy]phenyl}azetidin-2-one (858104-55-9)

Guidance literature:

Multi-step reaction with 8 steps

1.1: potassium carbonate / acetone / 15 h / Reflux; Inert atmosphere

2.1: toluene / Reflux; Inert atmosphere

3.1: titanium(IV) isopropylate; titanium tetrachloride / dichloromethane / 0.17 h / Inert atmosphere

3.2: 0.33 h / -30 °C / Inert atmosphere

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

4.2: 21 h / 45 °C / Inert atmosphere

5.1: formic acid / dichloromethane / 16 h / 20 °C / Inert atmosphere

6.1: triethylamine; lithium chloride / water; acetonitrile / 18 h / 20 °C / Inert atmosphere

7.1: 4-methyl-morpholine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / dichloromethane / 1 h / 20 °C / Inert atmosphere

8.1: formic acid / 6 h / 35 °C / Inert atmosphere

With 4-methyl-morpholine; titanium(IV) isopropylate; formic acid; N,O-bis-(trimethylsilyl)-acetamide; titanium tetrachloride; potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; lithium chloride; In dichloromethane; water; acetone; toluene; acetonitrile;

DOI:10.1021/op200314z

upstream raw materials:

C₃₁H₃₀F₂N₂O₆S

C₃₁H₃₁F₂NO₆S

C₂₆H₂₁F₂NO₅S

(4-{(2R,3R)-1-(4-fluoro-phenyl)-3-[(RS)-2-(4-fluoro-phenyl)-2-oxoethylsulfanyl]-4-oxo-azetidin-2-yl}-phenoxy)-acetic acid

Downstream raw materials:

C₃₅H₃₇F₂N₃O₇S₂

C₃₆H₃₉F₂N₃O₇S

tert-butylammonium (2R)-3-cyclohexyl-2-[[2-[[2-[4-[(2R,3R)-1-(4-fluorophenyl)-3-[(2R)-2-(4-fluorophenyl)-2-hydroxyethyl]thio-4-oxoazetidin-2-yl]phenoxy]acetyl]-amino]acetyl]amino]propanoate