benzyl 2-(((1R,5R)-2-benzoyl-3,3-dimethyl-7-oxo-4-thia-2,6-diazabicyclo[3.2.0]heptan-6-yl)oxy)acetate

Base Information

Chemical Name:benzyl 2-(((1R,5R)-2-benzoyl-3,3-dimethyl-7-oxo-4-thia-2,6-diazabicyclo[3.2.0]heptan-6-yl)oxy)acetate
CAS No.:1334521-76-4
Molecular Formula:C₂₂H₂₂N₂O₅S
Molecular Weight:426.493
Hs Code.:

Synonyms:benzyl 2-(((1R,5R)-2-benzoyl-3,3-dimethyl-7-oxo-4-thia-2,6-diazabicyclo[3.2.0]heptan-6-yl)oxy)acetate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of benzyl 2-(((1R,5R)-2-benzoyl-3,3-dimethyl-7-oxo-4-thia-2,6-diazabicyclo[3.2.0]heptan-6-yl)oxy)acetate

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Technology Process of benzyl 2-(((1R,5R)-2-benzoyl-3,3-dimethyl-7-oxo-4-thia-2,6-diazabicyclo[3.2.0]heptan-6-yl)oxy)acetate

There total 6 articles about benzyl 2-(((1R,5R)-2-benzoyl-3,3-dimethyl-7-oxo-4-thia-2,6-diazabicyclo[3.2.0]heptan-6-yl)oxy)acetate 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: 43.0%

: 1334521-62-8
benzyl 2-(((4R,5S)-3-benzoyl-5-hydroxy-2,2-dimethylthiazolidine-4-carboxamido)oxy)acetate

: 1334521-76-4
benzyl 2-(((1R,5R)-2-benzoyl-3,3-dimethyl-7-oxo-4-thia-2,6-diazabicyclo[3.2.0]heptan-6-yl)oxy)acetate

Guidance literature:: With methanesulfonyl chloride; triethylamine; In dichloromethane; at -20 ℃;
DOI:10.1016/j.tetlet.2011.07.085

Reference yield:

: 46230-31-3
benzyl 2-(aminooxy)acetate

: 1334521-76-4
benzyl 2-(((1R,5R)-2-benzoyl-3,3-dimethyl-7-oxo-4-thia-2,6-diazabicyclo[3.2.0]heptan-6-yl)oxy)acetate

Guidance literature:: Multi-step reaction with 4 steps

1: -20 °C

2: oxygen / tetrahydrofuran / -10 - 0 °C / UV-irradiation

3: dimethylsulfide / tetrahydrofuran / 20 °C

4: methanesulfonyl chloride; triethylamine / dichloromethane / -20 °C

With dimethylsulfide; oxygen; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; dichloromethane; 2: Pummerer type rearrangement;
DOI:10.1016/j.tetlet.2011.07.085

Reference yield:

: 1334521-50-4
(R)-benzyl 2-((3-benzoyl-2,2-dimethylthiazolidine-4-carboxamido)oxy)acetate

: 1334521-76-4
benzyl 2-(((1R,5R)-2-benzoyl-3,3-dimethyl-7-oxo-4-thia-2,6-diazabicyclo[3.2.0]heptan-6-yl)oxy)acetate

Guidance literature:: Multi-step reaction with 3 steps

1: oxygen / tetrahydrofuran / -10 - 0 °C / UV-irradiation

2: dimethylsulfide / tetrahydrofuran / 20 °C

3: methanesulfonyl chloride; triethylamine / dichloromethane / -20 °C

With dimethylsulfide; oxygen; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; dichloromethane; 1: Pummerer type rearrangement;
DOI:10.1016/j.tetlet.2011.07.085