1,1-dimethylethyl 7α-methoxy-3-<(phenylthio)methyl>-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylate 5,5-dioxide

Base Information

Chemical Name:1,1-dimethylethyl 7α-methoxy-3-<(phenylthio)methyl>-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylate 5,5-dioxide
CAS No.:95672-06-3
Molecular Formula:C₁₉H₂₃NO₆S₂
Molecular Weight:425.527
Hs Code.:

Synonyms:1,1-dimethylethyl 7α-methoxy-3-<(phenylthio)methyl>-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylate 5,5-dioxide

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Chemical Property of 1,1-dimethylethyl 7α-methoxy-3-<(phenylthio)methyl>-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylate 5,5-dioxide

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Technology Process of 1,1-dimethylethyl 7α-methoxy-3-<(phenylthio)methyl>-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylate 5,5-dioxide

There total 4 articles about 1,1-dimethylethyl 7α-methoxy-3-<(phenylthio)methyl>-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylate 5,5-dioxide 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: 56.0%

: 95672-05-2
1,1-dimethylethyl 3-(chloromethyl)-7α-methoxy-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylate 5,5-dioxide

: 108-98-5
thiophenol

: 95672-06-3
1,1-dimethylethyl 7α-methoxy-3-<(phenylthio)methyl>-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylate 5,5-dioxide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 1.5h;
DOI:10.1021/jm00171a030

Reference yield:

: 95571-06-5
1,1-dimethylethyl 3-(chloromethyl)-7α-methoxy-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-3-ene-2-carboxylate

: 95672-06-3
1,1-dimethylethyl 7α-methoxy-3-<(phenylthio)methyl>-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylate 5,5-dioxide

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / m-chloroperoxybenzoic acid (m-CPBA) / CH₂Cl₂

2: 56 percent / diisopropylethylamine / dimethylformamide / 1.5 h

With N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00171a030

Reference yield:

: 116536-03-9
1,1-dimethylethyl 3-(hydroxymethyl)-7α-methoxy-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-3-ene-2-carboxylate

: 95672-06-3
1,1-dimethylethyl 7α-methoxy-3-<(phenylthio)methyl>-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylate 5,5-dioxide

Guidance literature:: Multi-step reaction with 3 steps

1: 65 percent / thionyl chloride, pyridine / tetrahydrofuran / 0.5 h

2: 86 percent / m-chloroperoxybenzoic acid (m-CPBA) / CH₂Cl₂

3: 56 percent / diisopropylethylamine / dimethylformamide / 1.5 h

With pyridine; thionyl chloride; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00171a030