(1S,4R,5S)-4-(2-Chloro-ethyl)-1-((S)-1-hydroxy-2-methyl-propyl)-6-[(S)-1-(4-methoxy-phenyl)-ethyl]-2,6-diaza-bicyclo[3.2.0]heptane-3,7-dione

Base Information

Chemical Name:(1S,4R,5S)-4-(2-Chloro-ethyl)-1-((S)-1-hydroxy-2-methyl-propyl)-6-[(S)-1-(4-methoxy-phenyl)-ethyl]-2,6-diaza-bicyclo[3.2.0]heptane-3,7-dione
CAS No.:870528-62-4
Molecular Formula:C₂₀H₂₇ClN₂O₄
Molecular Weight:394.898
Hs Code.:

Synonyms:(1S,4R,5S)-4-(2-Chloro-ethyl)-1-((S)-1-hydroxy-2-methyl-propyl)-6-[(S)-1-(4-methoxy-phenyl)-ethyl]-2,6-diaza-bicyclo[3.2.0]heptane-3,7-dione

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Chemical Property of (1S,4R,5S)-4-(2-Chloro-ethyl)-1-((S)-1-hydroxy-2-methyl-propyl)-6-[(S)-1-(4-methoxy-phenyl)-ethyl]-2,6-diaza-bicyclo[3.2.0]heptane-3,7-dione

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Technology Process of (1S,4R,5S)-4-(2-Chloro-ethyl)-1-((S)-1-hydroxy-2-methyl-propyl)-6-[(S)-1-(4-methoxy-phenyl)-ethyl]-2,6-diaza-bicyclo[3.2.0]heptane-3,7-dione

There total 14 articles about (1S,4R,5S)-4-(2-Chloro-ethyl)-1-((S)-1-hydroxy-2-methyl-propyl)-6-[(S)-1-(4-methoxy-phenyl)-ethyl]-2,6-diaza-bicyclo[3.2.0]heptane-3,7-dione 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: 80.0%

: 870528-61-3
(1S,4R,5S)-4-(2-Hydroxy-ethyl)-1-((S)-1-hydroxy-2-methyl-propyl)-6-[(S)-1-(4-methoxy-phenyl)-ethyl]-2,6-diaza-bicyclo[3.2.0]heptane-3,7-dione

: 870528-62-4
(1S,4R,5S)-4-(2-Chloro-ethyl)-1-((S)-1-hydroxy-2-methyl-propyl)-6-[(S)-1-(4-methoxy-phenyl)-ethyl]-2,6-diaza-bicyclo[3.2.0]heptane-3,7-dione

Guidance literature:: With pyridine; dichlorotriphenylphosphorane; In acetonitrile; at 23 ℃; for 4h;
DOI:10.1021/ja056284a

Reference yield:

: 870528-54-4
(4S,5S) 5-isopropyl-2-oxo-oxazolidine-4-carboxylic acid benzyl ester

: 870528-62-4
(1S,4R,5S)-4-(2-Chloro-ethyl)-1-((S)-1-hydroxy-2-methyl-propyl)-6-[(S)-1-(4-methoxy-phenyl)-ethyl]-2,6-diaza-bicyclo[3.2.0]heptane-3,7-dione

Guidance literature:: Multi-step reaction with 9 steps

1.1: 99 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 1 h / 23 °C

2.1: 98 percent / H₂ / Pd/C / ethyl acetate / 6 h / 23 °C

3.1: 1-chloro-N,N,2-trimethyl-1-propenylamine / CH₂Cl₂ / -78 - 23 °C

4.1: 240 mg / triethylamine / CH₂Cl₂ / 0.5 h / 23 °C

5.1: 94 percent / Cs₂CO₃ / methanol / 2 h / 23 °C

6.1: 70 percent / peroxyacetic acid; acetic acid; sodium acetate / CH₂Cl₂ / 18 h / 23 °C

7.1: 91 percent / H₂ / Pd/C / tetrahydrofuran / 24 h / -20 °C

8.1: trimethylsilyl trifluoromethanesulfonate; 2,6-lutidine / CH₂Cl₂ / 2 h / 23 °C

8.2: 85 percent / triethylamine trihydrofluoride / tetrahydrofuran / 1 h / 23 °C

9.1: 80 percent / dichlorotriphenylphosphorane; pyridine / acetonitrile / 4 h / 23 °C

With pyridine; 2,6-dimethylpyridine; peracetic acid; dmap; 1-chloro-1-(dimethylamino)-2-methyl-1-propene; trimethylsilyl trifluoromethanesulfonate; hydrogen; sodium acetate; caesium carbonate; acetic acid; triethylamine; dichlorotriphenylphosphorane; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1021/ja056284a

Reference yield:

: (4S,5S)-4-Chlorocarbonyl-5-isopropyl-2-oxo-oxazolidine-3-carboxylic acid tert-butyl ester

: 870528-62-4
(1S,4R,5S)-4-(2-Chloro-ethyl)-1-((S)-1-hydroxy-2-methyl-propyl)-6-[(S)-1-(4-methoxy-phenyl)-ethyl]-2,6-diaza-bicyclo[3.2.0]heptane-3,7-dione

Guidance literature:: Multi-step reaction with 6 steps

1.1: 240 mg / triethylamine / CH₂Cl₂ / 0.5 h / 23 °C

2.1: 94 percent / Cs₂CO₃ / methanol / 2 h / 23 °C

3.1: 70 percent / peroxyacetic acid; acetic acid; sodium acetate / CH₂Cl₂ / 18 h / 23 °C

4.1: 91 percent / H₂ / Pd/C / tetrahydrofuran / 24 h / -20 °C

5.1: trimethylsilyl trifluoromethanesulfonate; 2,6-lutidine / CH₂Cl₂ / 2 h / 23 °C

5.2: 85 percent / triethylamine trihydrofluoride / tetrahydrofuran / 1 h / 23 °C

6.1: 80 percent / dichlorotriphenylphosphorane; pyridine / acetonitrile / 4 h / 23 °C

With pyridine; 2,6-dimethylpyridine; peracetic acid; trimethylsilyl trifluoromethanesulfonate; hydrogen; sodium acetate; caesium carbonate; acetic acid; triethylamine; dichlorotriphenylphosphorane; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1021/ja056284a