2,2-Dimethyl-propionic acid 2-[(2R,3S)-2-acetylsulfanyl-4-oxo-3-(2-oxo-propyl)-3-phenylsulfanyl-azetidin-1-yl]-2-(triphenyl-λ⁵-phosphanylidene)-acetoxymethyl ester

Base Information

• Chemical Name: 2,2-Dimethyl-propionic acid 2-[(2R,3S)-2-acetylsulfanyl-4-oxo-3-(2-oxo-propyl)-3-phenylsulfanyl-azetidin-1-yl]-2-(triphenyl-λ⁵-phosphanylidene)-acetoxymethyl ester
• CAS No.: 92826-90-9
• Molecular Formula: C₄₀H₄₀NO₇PS₂
• Molecular Weight: 741.866

Synonyms:

Chemical Property of 2,2-Dimethyl-propionic acid 2-[(2R,3S)-2-acetylsulfanyl-4-oxo-3-(2-oxo-propyl)-3-phenylsulfanyl-azetidin-1-yl]-2-(triphenyl-λ⁵-phosphanylidene)-acetoxymethyl ester

Chemical Property:

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Useful:

Technology Process of 2,2-Dimethyl-propionic acid 2-[(2R,3S)-2-acetylsulfanyl-4-oxo-3-(2-oxo-propyl)-3-phenylsulfanyl-azetidin-1-yl]-2-(triphenyl-λ⁵-phosphanylidene)-acetoxymethyl ester

There total 10 articles about 2,2-Dimethyl-propionic acid 2-[(2R,3S)-2-acetylsulfanyl-4-oxo-3-(2-oxo-propyl)-3-phenylsulfanyl-azetidin-1-yl]-2-(triphenyl-λ⁵-phosphanylidene)-acetoxymethyl 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: 80.0%

2,2-Dimethyl-propionic acid 2-[(2R,3S)-2-acetylsulfanyl-4-oxo-3-(2-oxo-propyl)-3-phenylsulfanyl-azetidin-1-yl]-2-chloro-acetoxymethyl ester (92826-89-6) + triphenylphosphine (603-35-0) → 2,2-Dimethyl-propionic acid 2-[(2R,3S)-2-acetylsulfanyl-4-oxo-3-(2-oxo-propyl)-3-phenylsulfanyl-azetidin-1-yl]-2-(triphenyl-λ5-phosphanylidene)-acetoxymethyl ester (92826-90-9)

Guidance literature:

In dichloromethane; for 20h; Heating;

Reference yield:

thiophenol (108-98-5) → 2,2-Dimethyl-propionic acid 2-[(2R,3S)-2-acetylsulfanyl-4-oxo-3-(2-oxo-propyl)-3-phenylsulfanyl-azetidin-1-yl]-2-(triphenyl-λ5-phosphanylidene)-acetoxymethyl ester (92826-90-9)

Guidance literature:

Multi-step reaction with 8 steps

1: 30 percent / DBN / CH₂Cl₂ / 20 °C

2: 100 percent / toluene / Heating

3: Et₃N / CH₂Cl₂ / 4 h / 20 °C

4: 73 percent / triphenylphosphine, pyridine / acetic acid / -20 °C

5: ozone / CH₂Cl₂ / -78 °C

6: Zn, acetic acid / CH₂Cl₂ / 5 °C

7: thionyl chloride, pyridine / CH₂Cl₂ / -20 °C

8: 80 percent / CH₂Cl₂ / 20 h / Heating

With pyridine; thionyl chloride; 2,6-dichloro-benzonitrile; ozone; acetic acid; triethylamine; triphenylphosphine; zinc; In dichloromethane; acetic acid; toluene;

Reference yield:

methylene (6Z)-6-acetonylidenepenicillanate pivalate (83137-22-8) → 2,2-Dimethyl-propionic acid 2-[(2R,3S)-2-acetylsulfanyl-4-oxo-3-(2-oxo-propyl)-3-phenylsulfanyl-azetidin-1-yl]-2-(triphenyl-λ5-phosphanylidene)-acetoxymethyl ester (92826-90-9)

Guidance literature:

Multi-step reaction with 9 steps

1: 90 percent / m-chloroperbenzoic acid / tetrahydrofuran / 20 °C

2: 30 percent / DBN / CH₂Cl₂ / 20 °C

3: 100 percent / toluene / Heating

4: Et₃N / CH₂Cl₂ / 4 h / 20 °C

5: 73 percent / triphenylphosphine, pyridine / acetic acid / -20 °C

6: ozone / CH₂Cl₂ / -78 °C

7: Zn, acetic acid / CH₂Cl₂ / 5 °C

8: thionyl chloride, pyridine / CH₂Cl₂ / -20 °C

9: 80 percent / CH₂Cl₂ / 20 h / Heating

With pyridine; thionyl chloride; 2,6-dichloro-benzonitrile; ozone; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; zinc; In tetrahydrofuran; dichloromethane; acetic acid; toluene;

upstream raw materials:

2,2-Dimethyl-propionic acid 2-[(2R,3S)-2-acetylsulfanyl-4-oxo-3-(2-oxo-propyl)-3-phenylsulfanyl-azetidin-1-yl]-2-chloro-acetoxymethyl ester

triphenylphosphine

thiophenol

methylene (6Z)-6-acetonylidenepenicillanate pivalate

Downstream raw materials:

(5R,6S)-3-Methyl-7-oxo-6-(2-oxo-propyl)-6-phenylsulfanyl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 2,2-dimethyl-propionyloxymethyl ester

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