2-[(4R,S)-ethylthiothiocarbonylthio-2-oxo-1-azetidinyl]-2-hydroxyacetic acid p-nitrobenzyl ester

Base Information

• Chemical Name: 2-[(4R,S)-ethylthiothiocarbonylthio-2-oxo-1-azetidinyl]-2-hydroxyacetic acid p-nitrobenzyl ester
• CAS No.: 69077-79-8
• Molecular Formula: C₁₅H₁₆N₂O₆S₃
• Molecular Weight: 416.5

Synonyms:2-[(4R,S)-ethylthiothiocarbonylthio-2-oxo-1-azetidinyl]-2-hydroxyacetic acid p-nitrobenzyl ester

Chemical Property of 2-[(4R,S)-ethylthiothiocarbonylthio-2-oxo-1-azetidinyl]-2-hydroxyacetic acid p-nitrobenzyl ester

Chemical Property:

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Technology Process of 2-[(4R,S)-ethylthiothiocarbonylthio-2-oxo-1-azetidinyl]-2-hydroxyacetic acid p-nitrobenzyl ester

There total 1 articles about 2-[(4R,S)-ethylthiothiocarbonylthio-2-oxo-1-azetidinyl]-2-hydroxyacetic acid p-nitrobenzyl 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: 88.0%

p-nitrobenzyl α-ethoxy-α-hydroxyacetate (64370-36-1) + ethyl 2-oxo-azetidin-4-yl trithiocarbonate (75388-67-9) → 2-[(4R,S)-ethylthiothiocarbonylthio-2-oxo-1-azetidinyl]-2-hydroxyacetic acid p-nitrobenzyl ester (69077-79-8)

Guidance literature:

With 3 A molecular sieve; In N,N-dimethyl-formamide; toluene; 1) RT, overnight, 2) 50 deg C, 2 h;

DOI:10.1002/hlca.19800630436

Reference yield:

2-[(4R,S)-ethylthiothiocarbonylthio-2-oxo-1-azetidinyl]-2-hydroxyacetic acid p-nitrobenzyl ester (69077-79-8) → 2-[(4R,S)-4-ethylthiothiocarbonylthio-2-oxo-1-azetidinyl]-2-chloroacetic acid p-nitrobenzyl ester

Guidance literature:

With thionyl chloride; In 1,4-dioxane;

Reference yield:

2-[(4R,S)-ethylthiothiocarbonylthio-2-oxo-1-azetidinyl]-2-hydroxyacetic acid p-nitrobenzyl ester (69077-79-8) → Chloro-(2-ethylsulfanylthiocarbonylsulfanyl-4-oxo-azetidin-1-yl)-acetic acid 4-nitro-benzyl ester (69077-80-1)

Guidance literature:

With thionyl chloride; polymeric Huenig base; In 1,4-dioxane; for 3h; Ambient temperature;

DOI:10.1002/hlca.19800630436

upstream raw materials:

p-nitrobenzyl α-ethoxy-α-hydroxyacetate

ethyl 2-oxo-azetidin-4-yl trithiocarbonate

Downstream raw materials:

Chloro-(2-ethylsulfanylthiocarbonylsulfanyl-4-oxo-azetidin-1-yl)-acetic acid 4-nitro-benzyl ester

4-Nitrobenzyl 3-ethylthio-7-oxo-4-thia-1-azabicyclo[3,2,0]hept-2-ene 2-carboxylate

ethyl trithiocarbonate

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