[(2S,3S)-3-((R)-1-Allyloxycarbonyloxy-ethyl)-2-((S)-1-fluoro-1-methyl-2-oxo-2-phenyl-ethyl)-4-oxo-azetidin-1-yl]-oxo-acetic acid allyl ester

Base Information

Chemical Name:[(2S,3S)-3-((R)-1-Allyloxycarbonyloxy-ethyl)-2-((S)-1-fluoro-1-methyl-2-oxo-2-phenyl-ethyl)-4-oxo-azetidin-1-yl]-oxo-acetic acid allyl ester
CAS No.:168780-15-2
Molecular Formula:C₂₃H₂₄FNO₈
Molecular Weight:461.444
Hs Code.:

Synonyms:[(2S,3S)-3-((R)-1-Allyloxycarbonyloxy-ethyl)-2-((S)-1-fluoro-1-methyl-2-oxo-2-phenyl-ethyl)-4-oxo-azetidin-1-yl]-oxo-acetic acid allyl ester

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Chemical Property of [(2S,3S)-3-((R)-1-Allyloxycarbonyloxy-ethyl)-2-((S)-1-fluoro-1-methyl-2-oxo-2-phenyl-ethyl)-4-oxo-azetidin-1-yl]-oxo-acetic acid allyl ester

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Technology Process of [(2S,3S)-3-((R)-1-Allyloxycarbonyloxy-ethyl)-2-((S)-1-fluoro-1-methyl-2-oxo-2-phenyl-ethyl)-4-oxo-azetidin-1-yl]-oxo-acetic acid allyl ester

There total 10 articles about [(2S,3S)-3-((R)-1-Allyloxycarbonyloxy-ethyl)-2-((S)-1-fluoro-1-methyl-2-oxo-2-phenyl-ethyl)-4-oxo-azetidin-1-yl]-oxo-acetic acid allyl ester 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:

: 87037-97-6
methyl (2R)-2-[(2S,3S)-3-{(1R)-1-(t-butyldimethylsilyloxy)ethyl}-4-oxoazetidin-2-yl]propionate

: 168780-15-2
[(2S,3S)-3-((R)-1-Allyloxycarbonyloxy-ethyl)-2-((S)-1-fluoro-1-methyl-2-oxo-2-phenyl-ethyl)-4-oxo-azetidin-1-yl]-oxo-acetic acid allyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) LDA, 2.) N-fluoro-N-(exo-2-norbornyl)-p-toluenesulfonamide / 1.) HMPA, THF, -78 deg C, 2.) HMPA, THF, from -78 deg C to RT

2: 1N aq. LiOH

3: PPh₃ / CH₂Cl₂

4: Et₃N / CH₂Cl₂

5: tetrahydrofuran

6: BF₃*Et₂O / acetonitrile

7: DMAP / CH₂Cl₂

8: TBAF, HOAc / tetrahydrofuran

9: pyridine / CH₂Cl₂

With pyridine; dmap; lithium hydroxide; N-fluoro-N-(exo-2-norbornyl)-p-toluenesulfonamide; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; acetic acid; triethylamine; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; acetonitrile;

Reference yield:

: 168960-99-4
(S)-2-{(2S,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-fluoro-propionic acid methyl ester

: 168780-15-2
[(2S,3S)-3-((R)-1-Allyloxycarbonyloxy-ethyl)-2-((S)-1-fluoro-1-methyl-2-oxo-2-phenyl-ethyl)-4-oxo-azetidin-1-yl]-oxo-acetic acid allyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 1N aq. LiOH

2: PPh₃ / CH₂Cl₂

3: Et₃N / CH₂Cl₂

4: tetrahydrofuran

5: BF₃*Et₂O / acetonitrile

6: DMAP / CH₂Cl₂

7: TBAF, HOAc / tetrahydrofuran

8: pyridine / CH₂Cl₂

With pyridine; dmap; lithium hydroxide; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; acetic acid; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; acetonitrile;

Reference yield:

: 168780-22-1
(3S,4S)-1-(tert-Butyl-dimethyl-silanyl)-4-((S)-1-fluoro-1-methyl-2-oxo-2-phenyl-ethyl)-3-((R)-1-hydroxy-ethyl)-azetidin-2-one

: 168780-15-2
[(2S,3S)-3-((R)-1-Allyloxycarbonyloxy-ethyl)-2-((S)-1-fluoro-1-methyl-2-oxo-2-phenyl-ethyl)-4-oxo-azetidin-1-yl]-oxo-acetic acid allyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: DMAP / CH₂Cl₂

2: TBAF, HOAc / tetrahydrofuran

3: pyridine / CH₂Cl₂

With pyridine; dmap; tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; dichloromethane;