4-nitrobenzyl 3,3-di(acetylthio)-2-[(3S,4R)-4-ethylthio-3-{1'(R)-hydroxyethyl}-2-azetidinon-1-yl]propenoate

Base Information

• Chemical Name: 4-nitrobenzyl 3,3-di(acetylthio)-2-[(3S,4R)-4-ethylthio-3-{1'(R)-hydroxyethyl}-2-azetidinon-1-yl]propenoate
• CAS No.: 88816-46-0
• Molecular Formula: C₂₁H₂₄N₂O₈S₃
• Molecular Weight: 528.628

Synonyms:4-nitrobenzyl 3,3-di(acetylthio)-2-[(3S,4R)-4-ethylthio-3-{1'(R)-hydroxyethyl}-2-azetidinon-1-yl]propenoate

Chemical Property of 4-nitrobenzyl 3,3-di(acetylthio)-2-[(3S,4R)-4-ethylthio-3-{1'(R)-hydroxyethyl}-2-azetidinon-1-yl]propenoate

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Technology Process of 4-nitrobenzyl 3,3-di(acetylthio)-2-[(3S,4R)-4-ethylthio-3-{1'(R)-hydroxyethyl}-2-azetidinon-1-yl]propenoate

There total 1 articles about 4-nitrobenzyl 3,3-di(acetylthio)-2-[(3S,4R)-4-ethylthio-3-{1'(R)-hydroxyethyl}-2-azetidinon-1-yl]propenoate 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: 70.0%

4-Nitrobenzyl 3,3-di(acetylthio)-2-[(3S,4R)-4-ethylthio-3-(1'(R)-{dimethyl-{2-methylprop-2-yl}silyloxy}ethyl)-2-azetidinon-1-yl]propenoate (88816-45-9) → 4-nitrobenzyl 3,3-di(acetylthio)-2-[(3S,4R)-4-ethylthio-3-{1'(R)-hydroxyethyl}-2-azetidinon-1-yl]propenoate (88816-46-0)

Guidance literature:

With hydrogenchloride; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1039/c39830001006

Reference yield:

4-nitrobenzyl 3,3-di(acetylthio)-2-[(3S,4R)-4-ethylthio-3-{1'(R)-hydroxyethyl}-2-azetidinon-1-yl]propenoate (88816-46-0) → 4-Nitrobenzyl 3,3-di(acetylthio)-2-[(3S,4S)-4-chloro-3-{1'(R)-hydroxyethyl}-2-azetidinon-1-yl]propenoate (88816-44-8)

Guidance literature:

With chlorine; In tetrachloromethane;

Reference yield:

4-nitrobenzyl 3,3-di(acetylthio)-2-[(3S,4R)-4-ethylthio-3-{1'(R)-hydroxyethyl}-2-azetidinon-1-yl]propenoate (88816-46-0) → 3,3-Bis-acetylsulfanyl-2-[(2R,3S)-2-chloro-3-((R)-1-hydroxy-ethyl)-4-oxo-azetidin-1-yl]-acrylic acid 4-nitro-benzyl ester + 4-Nitrobenzyl 3,3-di(acetylthio)-2-[(3S,4S)-4-chloro-3-{1'(R)-hydroxyethyl}-2-azetidinon-1-yl]propenoate (88816-44-8)

Guidance literature:

With chlorine; In benzene; at 5 - 7 ℃; Yield given. Yields of byproduct given;

DOI:10.1039/c39830001006

upstream raw materials:

4-Nitrobenzyl 3,3-di(acetylthio)-2-[(3S,4R)-4-ethylthio-3-(1'(R)-{dimethyl-{2-methylprop-2-yl}silyloxy}ethyl)-2-azetidinon-1-yl]propenoate

Downstream raw materials:

4-Nitrobenzyl 3,3-di(acetylthio)-2-[(3S,4S)-4-chloro-3-{1'(R)-hydroxyethyl}-2-azetidinon-1-yl]propenoate

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