{2-[2-(4-Nitro-benzyloxycarbonylamino)-ethylsulfanylthiocarbonylsulfanyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-nitro-benzyl ester

Base Information

• Chemical Name: {2-[2-(4-Nitro-benzyloxycarbonylamino)-ethylsulfanylthiocarbonylsulfanyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-nitro-benzyl ester
• CAS No.: 77705-10-3
• Molecular Formula: C₄₁H₃₅N₄O₉PS₃
• Molecular Weight: 854.922

Synonyms:{2-[2-(4-Nitro-benzyloxycarbonylamino)-ethylsulfanylthiocarbonylsulfanyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-nitro-benzyl ester

Chemical Property of {2-[2-(4-Nitro-benzyloxycarbonylamino)-ethylsulfanylthiocarbonylsulfanyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-nitro-benzyl ester

Chemical Property:

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Technology Process of {2-[2-(4-Nitro-benzyloxycarbonylamino)-ethylsulfanylthiocarbonylsulfanyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ⁵-phosphanylidene)-acetic acid 4-nitro-benzyl ester

There total 5 articles about {2-[2-(4-Nitro-benzyloxycarbonylamino)-ethylsulfanylthiocarbonylsulfanyl]-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-[2-(4-nitro-benzyloxycarbonylamino)-ethylsulfanylthiocarbonylsulfanyl]-4-oxo-azetidin-1-yl}-acetic acid 4-nitro-benzyl ester + triphenylphosphine (603-35-0) → {2-[2-(4-Nitro-benzyloxycarbonylamino)-ethylsulfanylthiocarbonylsulfanyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ5-phosphanylidene)-acetic acid 4-nitro-benzyl ester (77705-10-3)

Guidance literature:

With 2,6-dimethylpyridine; In tetrahydrofuran; at 70 ℃; for 7.5h; Yield given;

DOI:10.1248/cpb.28.3232

Reference yield:

2-(4-nitrobenzyloxycarbonylamino)ethanethiol (65750-59-6) → {2-[2-(4-Nitro-benzyloxycarbonylamino)-ethylsulfanylthiocarbonylsulfanyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ5-phosphanylidene)-acetic acid 4-nitro-benzyl ester (77705-10-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) sodium methoxide; 2.) 4-acetoxy-2-azetidinone / 1.) MeOH; 2.) MeOH, -10 to 0 deg C

2: 95 percent / benzene; tetrahydrofuran / 5 h / Heating

3: 2,6-lutidine, thionyl chloride / tetrahydrofuran / 0.33 h / -15 °C

4: 2,6-lutidine / tetrahydrofuran / 7.5 h / 70 °C

With 2,6-dimethylpyridine; thionyl chloride; 4-acetoxy azetidinone; sodium methylate; In tetrahydrofuran; benzene;

DOI:10.1248/cpb.28.3232

Reference yield:

p-nitrobenzyl glyoxylate (64370-35-0) → {2-[2-(4-Nitro-benzyloxycarbonylamino)-ethylsulfanylthiocarbonylsulfanyl]-4-oxo-azetidin-1-yl}-(triphenyl-λ5-phosphanylidene)-acetic acid 4-nitro-benzyl ester (77705-10-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / benzene; tetrahydrofuran / 5 h / Heating

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

3: 2,6-lutidine / tetrahydrofuran / 7.5 h / 70 °C

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

DOI:10.1248/cpb.28.3232

upstream raw materials:

triphenylphosphine

2-(4-nitrobenzyloxycarbonylamino)ethanethiol

p-nitrobenzyl glyoxylate

Trithiocarbonic acid 2-(4-nitro-benzyloxycarbonylamino)-ethyl ester 4-oxo-azetidin-2-yl ester

Downstream raw materials:

3-[2-(4-nitro-benzyloxycarbonylamino)-ethylsulfanyl]-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

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