(2-Methylsulfanylthiocarbonylsulfanyl-4-oxo-azetidin-1-yl)-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-nitro-benzyl ester

Base Information

• Chemical Name: (2-Methylsulfanylthiocarbonylsulfanyl-4-oxo-azetidin-1-yl)-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-nitro-benzyl ester
• CAS No.: 77705-04-5
• Molecular Formula: C₃₂H₂₇N₂O₅PS₃
• Molecular Weight: 646.749

Synonyms:(2-Methylsulfanylthiocarbonylsulfanyl-4-oxo-azetidin-1-yl)-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-nitro-benzyl ester

Chemical Property of (2-Methylsulfanylthiocarbonylsulfanyl-4-oxo-azetidin-1-yl)-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-nitro-benzyl ester

Chemical Property:

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Technology Process of (2-Methylsulfanylthiocarbonylsulfanyl-4-oxo-azetidin-1-yl)-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-nitro-benzyl ester

There total 3 articles about (2-Methylsulfanylthiocarbonylsulfanyl-4-oxo-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:

Chloro-(2-methylsulfanylthiocarbonylsulfanyl-4-oxo-azetidin-1-yl)-acetic acid 4-nitro-benzyl ester + triphenylphosphine (603-35-0) → (2-Methylsulfanylthiocarbonylsulfanyl-4-oxo-azetidin-1-yl)-(triphenyl-λ5-phosphanylidene)-acetic acid 4-nitro-benzyl ester (77705-04-5)

Guidance literature:

With 2,6-dimethylpyridine; In tetrahydrofuran; at 55 ℃; for 10h; Yield given;

DOI:10.1248/cpb.28.3232

Reference yield:

Trithiocarbonic acid methyl ester 4-oxo-azetidin-2-yl ester (77704-85-9) → (2-Methylsulfanylthiocarbonylsulfanyl-4-oxo-azetidin-1-yl)-(triphenyl-λ5-phosphanylidene)-acetic acid 4-nitro-benzyl ester (77705-04-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 71 percent / benzene / 5 h / Heating

2: 2,6-lutidine, thionyl chloride / tetrahydrofuran / 0.33 h / -15 °C

3: 2,6-lutidine / tetrahydrofuran / 10 h / 55 °C

With 2,6-dimethylpyridine; thionyl chloride; In tetrahydrofuran; benzene;

DOI:10.1248/cpb.28.3232

Reference yield:

Hydroxy-(2-methylsulfanylthiocarbonylsulfanyl-4-oxo-azetidin-1-yl)-acetic acid 4-nitro-benzyl ester (77704-95-1,77705-31-8) → (2-Methylsulfanylthiocarbonylsulfanyl-4-oxo-azetidin-1-yl)-(triphenyl-λ5-phosphanylidene)-acetic acid 4-nitro-benzyl ester (77705-04-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 2,6-lutidine, thionyl chloride / tetrahydrofuran / 0.33 h / -15 °C

2: 2,6-lutidine / tetrahydrofuran / 10 h / 55 °C

With 2,6-dimethylpyridine; thionyl chloride; In tetrahydrofuran;

DOI:10.1248/cpb.28.3232

upstream raw materials:

triphenylphosphine

Trithiocarbonic acid methyl ester 4-oxo-azetidin-2-yl ester

Hydroxy-(2-methylsulfanylthiocarbonylsulfanyl-4-oxo-azetidin-1-yl)-acetic acid 4-nitro-benzyl ester

Downstream raw materials:

p-nitrobenzyl-2-(methylthio)-penem-3-carboxylate

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