{(3R,4R)-3-((R)-1-Fluoro-ethyl)-2-oxo-4-[2-oxo-3-(pyridin-3-ylmethylsulfanyl)-propyl]-azetidin-1-yl}-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-nitro-benzyl ester

Base Information

• Chemical Name: {(3R,4R)-3-((R)-1-Fluoro-ethyl)-2-oxo-4-[2-oxo-3-(pyridin-3-ylmethylsulfanyl)-propyl]-azetidin-1-yl}-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-nitro-benzyl ester
• CAS No.: 99377-96-5
• Molecular Formula: C₄₁H₃₇FN₃O₆PS
• Molecular Weight: 749.799

Synonyms:

Chemical Property of {(3R,4R)-3-((R)-1-Fluoro-ethyl)-2-oxo-4-[2-oxo-3-(pyridin-3-ylmethylsulfanyl)-propyl]-azetidin-1-yl}-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-nitro-benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of {(3R,4R)-3-((R)-1-Fluoro-ethyl)-2-oxo-4-[2-oxo-3-(pyridin-3-ylmethylsulfanyl)-propyl]-azetidin-1-yl}-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-nitro-benzyl ester

There total 5 articles about {(3R,4R)-3-((R)-1-Fluoro-ethyl)-2-oxo-4-[2-oxo-3-(pyridin-3-ylmethylsulfanyl)-propyl]-azetidin-1-yl}-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-nitro-benzyl 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: 100.0%

pyridin-3-yl-methanethiol (17617-05-9) + [(2R,3R)-2-(3-Bromo-2-oxo-propyl)-3-((R)-1-fluoro-ethyl)-4-oxo-azetidin-1-yl]-(triphenyl-λ5-phosphanylidene)-acetic acid 4-nitro-benzyl ester (99377-93-2) → {(3R,4R)-3-((R)-1-Fluoro-ethyl)-2-oxo-4-[2-oxo-3-(pyridin-3-ylmethylsulfanyl)-propyl]-azetidin-1-yl}-(triphenyl-λ5-phosphanylidene)-acetic acid 4-nitro-benzyl ester (99377-96-5)

Guidance literature:

With triethylamine;

Reference yield:

(3S,4S)-4-(3-Bromo-2-oxo-propyl)-3-(1-fluoro-ethyl)-azetidin-2-one (98376-23-9,99437-03-3) → {(3R,4R)-3-((R)-1-Fluoro-ethyl)-2-oxo-4-[2-oxo-3-(pyridin-3-ylmethylsulfanyl)-propyl]-azetidin-1-yl}-(triphenyl-λ5-phosphanylidene)-acetic acid 4-nitro-benzyl ester (99377-96-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 77 percent / PPTS / benzene / Heating

3: 99 percent / 70percent aq. HClO₄ / CH₂Cl₂ / 0.13 h

4: 100 percent / Et₃N

With perchloric acid; pyridinium p-toluenesulfonate; triethylamine; In dichloromethane; benzene;

Reference yield:

[(2S,3S)-3-((S)-1-Fluoro-ethyl)-4-oxo-azetidin-2-yl]-acetic acid (90497-22-6,99437-02-2) → {(3R,4R)-3-((R)-1-Fluoro-ethyl)-2-oxo-4-[2-oxo-3-(pyridin-3-ylmethylsulfanyl)-propyl]-azetidin-1-yl}-(triphenyl-λ5-phosphanylidene)-acetic acid 4-nitro-benzyl ester (99377-96-5)

Guidance literature:

Multi-step reaction with 5 steps

2: 77 percent / PPTS / benzene / Heating

4: 99 percent / 70percent aq. HClO₄ / CH₂Cl₂ / 0.13 h

5: 100 percent / Et₃N

With perchloric acid; pyridinium p-toluenesulfonate; triethylamine; In dichloromethane; benzene;

upstream raw materials:

pyridin-3-yl-methanethiol

[(2R,3R)-2-(3-Bromo-2-oxo-propyl)-3-((R)-1-fluoro-ethyl)-4-oxo-azetidin-1-yl]-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-nitro-benzyl ester

(3S,4S)-4-(3-Bromo-2-oxo-propyl)-3-(1-fluoro-ethyl)-azetidin-2-one

[(2S,3S)-3-((S)-1-Fluoro-ethyl)-4-oxo-azetidin-2-yl]-acetic acid

Downstream raw materials:

(5R,6R)-6-((R)-1-Fluoro-ethyl)-7-oxo-3-(pyridin-3-ylmethanesulfinylmethyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

(5R,6R)-6-((R)-1-Fluoro-ethyl)-7-oxo-3-(pyridin-3-ylmethanesulfonylmethyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

(5R,6R)-6-((R)-1-Fluoro-ethyl)-7-oxo-3-(pyridin-3-ylmethylsulfanylmethyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

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