[(2,2-dimethylpropanoyl)oxy]methyl (2S,5R,6R)-6-{[(4-nitrophenyl)sulfonyl]amino}penicillanate

Base Information

Chemical Name:[(2,2-dimethylpropanoyl)oxy]methyl (2S,5R,6R)-6-{[(4-nitrophenyl)sulfonyl]amino}penicillanate
CAS No.:1584804-02-3
Molecular Formula:C₂₀H₂₅N₃O₉S₂
Molecular Weight:515.565
Hs Code.:

Synonyms:[(2,2-dimethylpropanoyl)oxy]methyl (2S,5R,6R)-6-{[(4-nitrophenyl)sulfonyl]amino}penicillanate

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Chemical Property of [(2,2-dimethylpropanoyl)oxy]methyl (2S,5R,6R)-6-{[(4-nitrophenyl)sulfonyl]amino}penicillanate

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Technology Process of [(2,2-dimethylpropanoyl)oxy]methyl (2S,5R,6R)-6-{[(4-nitrophenyl)sulfonyl]amino}penicillanate

There total 3 articles about [(2,2-dimethylpropanoyl)oxy]methyl (2S,5R,6R)-6-{[(4-nitrophenyl)sulfonyl]amino}penicillanate 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: 50.0%

: 25031-03-2
(2S,5R,6R)-2-[(2,2-dimethylpropanoyl)oxy]-methylpenicillanat-6-aminium 4-methylbenzenesulfonate

: 98-74-8
4-Nitrobenzenesulfonyl chloride

: 1584804-02-3
[(2,2-dimethylpropanoyl)oxy]methyl (2S,5R,6R)-6-{[(4-nitrophenyl)sulfonyl]amino}penicillanate

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; for 13h;
DOI:10.1002/ardp.201300280

Reference yield:

: 18997-19-8
Chloromethyl pivalate

: 1584804-02-3
[(2,2-dimethylpropanoyl)oxy]methyl (2S,5R,6R)-6-{[(4-nitrophenyl)sulfonyl]amino}penicillanate

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine / N,N-dimethyl-formamide / 0.5 h / 20 °C

1.2: 4 h / 25 °C

2.1: triethylamine / dichloromethane / 13 h / 0 - 20 °C

With triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/ardp.201300280

Reference yield:

: 551-16-6
6-Aminopenicillanic Acid

: 1584804-02-3
[(2,2-dimethylpropanoyl)oxy]methyl (2S,5R,6R)-6-{[(4-nitrophenyl)sulfonyl]amino}penicillanate

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine / N,N-dimethyl-formamide / 0.5 h / 20 °C

1.2: 4 h / 25 °C

2.1: triethylamine / dichloromethane / 13 h / 0 - 20 °C

With triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/ardp.201300280