1,1-dimethylethyl 3-(1-carboxy-2-phenylethyl)-1-L-{[(aminocarbonyl)oxy]methyl}-7α-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.O]oct-2-ene-2-carboxylate 5,5-dioxide

Base Information

Chemical Name:1,1-dimethylethyl 3-(1-carboxy-2-phenylethyl)-1-L-{[(aminocarbonyl)oxy]methyl}-7α-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.O]oct-2-ene-2-carboxylate 5,5-dioxide
CAS No.:127792-55-6
Molecular Formula:C₂₃H₂₈N₂O₁₀S
Molecular Weight:524.549
Hs Code.:

1,1-dimethylethyl 3-(1-carboxy-2-phenylethyl)-1-L-{[(aminocarbonyl)oxy]methyl}-7α-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.O]oct-2-ene-2-carboxylate 5,5-dioxide

Synonyms:1,1-dimethylethyl 3-(1-carboxy-2-phenylethyl)-1-L-{[(aminocarbonyl)oxy]methyl}-7α-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.O]oct-2-ene-2-carboxylate 5,5-dioxide

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Chemical Property of 1,1-dimethylethyl 3-(1-carboxy-2-phenylethyl)-1-L-{[(aminocarbonyl)oxy]methyl}-7α-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.O]oct-2-ene-2-carboxylate 5,5-dioxide

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Technology Process of 1,1-dimethylethyl 3-(1-carboxy-2-phenylethyl)-1-L-{[(aminocarbonyl)oxy]methyl}-7α-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.O]oct-2-ene-2-carboxylate 5,5-dioxide

There total 4 articles about 1,1-dimethylethyl 3-(1-carboxy-2-phenylethyl)-1-L-{[(aminocarbonyl)oxy]methyl}-7α-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.O]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: 26.0%

: 127792-57-8
1,1-dimethylethyl 3-<1-<<<(4-methoxyphenyl)methyl>oxy>carbonyl>-2-phenylethyl>-1-L-<<(aminocarbonyl)oxy>methyl>-7α-methoxy-8-oxo-5-thia-1-azabicyclo<4.2.O>oct-2-ene-2-carboxylate 5,5-dioxide

: 127792-55-6
1,1-dimethylethyl 3-(1-carboxy-2-phenylethyl)-1-L-{[(aminocarbonyl)oxy]methyl}-7α-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.O]oct-2-ene-2-carboxylate 5,5-dioxide

Guidance literature:: With methoxybenzene; trifluoroacetic acid; at 0 ℃; for 0.0333333h;
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

: 127792-55-6
1,1-dimethylethyl 3-(1-carboxy-2-phenylethyl)-1-L-{[(aminocarbonyl)oxy]methyl}-7α-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.O]oct-2-ene-2-carboxylate 5,5-dioxide

Guidance literature:: Multi-step reaction with 3 steps

1: 2.) 4-(dimethylamino)pyridine (DMAP) / 1.) CH₂Cl₂, 0.5 h, 2.) DMF, overnight

2: 93 percent / m-chloroperoxybenzoic acid (m-CPBA) / CH₂Cl₂

3: 26 percent / trifluoroacetic acid, anisole / 0.03 h / 0 °C

With dmap; methoxybenzene; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/jm00171a030

Reference yield:

: 95570-99-3
1,1-dimethylethyl 3-<(acetyloxy)methyl>-7α-methoxy-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-3-ene-2-carboxylate

: 127792-55-6
1,1-dimethylethyl 3-(1-carboxy-2-phenylethyl)-1-L-{[(aminocarbonyl)oxy]methyl}-7α-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.O]oct-2-ene-2-carboxylate 5,5-dioxide

Guidance literature:: Multi-step reaction with 4 steps

1: 61 percent / titanium(IV) isopropoxide / propan-2-ol / 50 °C

2: 2.) 4-(dimethylamino)pyridine (DMAP) / 1.) CH₂Cl₂, 0.5 h, 2.) DMF, overnight

3: 93 percent / m-chloroperoxybenzoic acid (m-CPBA) / CH₂Cl₂

4: 26 percent / trifluoroacetic acid, anisole / 0.03 h / 0 °C

With titanium(IV) isopropylate; dmap; methoxybenzene; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In dichloromethane; isopropyl alcohol;
DOI:10.1021/jm00171a030