[(3S,4S)-3-((S)-1-Hydroxy-2-methyl-propyl)-1-[(S)-1-(4-methoxy-phenyl)-ethyl]-2-oxo-4-(2-oxo-2,5-dihydro-furan-3-yl)-azetidin-3-yl]-carbamic acid tert-butyl ester

Base Information

Chemical Name:[(3S,4S)-3-((S)-1-Hydroxy-2-methyl-propyl)-1-[(S)-1-(4-methoxy-phenyl)-ethyl]-2-oxo-4-(2-oxo-2,5-dihydro-furan-3-yl)-azetidin-3-yl]-carbamic acid tert-butyl ester
CAS No.:870528-59-9
Molecular Formula:C₂₅H₃₄N₂O₇
Molecular Weight:474.554
Hs Code.:

Synonyms:[(3S,4S)-3-((S)-1-Hydroxy-2-methyl-propyl)-1-[(S)-1-(4-methoxy-phenyl)-ethyl]-2-oxo-4-(2-oxo-2,5-dihydro-furan-3-yl)-azetidin-3-yl]-carbamic acid tert-butyl ester

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Chemical Property of [(3S,4S)-3-((S)-1-Hydroxy-2-methyl-propyl)-1-[(S)-1-(4-methoxy-phenyl)-ethyl]-2-oxo-4-(2-oxo-2,5-dihydro-furan-3-yl)-azetidin-3-yl]-carbamic acid tert-butyl ester

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Technology Process of [(3S,4S)-3-((S)-1-Hydroxy-2-methyl-propyl)-1-[(S)-1-(4-methoxy-phenyl)-ethyl]-2-oxo-4-(2-oxo-2,5-dihydro-furan-3-yl)-azetidin-3-yl]-carbamic acid tert-butyl ester

There total 11 articles about [(3S,4S)-3-((S)-1-Hydroxy-2-methyl-propyl)-1-[(S)-1-(4-methoxy-phenyl)-ethyl]-2-oxo-4-(2-oxo-2,5-dihydro-furan-3-yl)-azetidin-3-yl]-carbamic acid tert-butyl ester 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: 70.0%

: 870528-58-8
[(3S,4S)-3-((S)-1-Hydroxy-2-methyl-propyl)-1-[(S)-1-(4-methoxy-phenyl)-ethyl]-2-oxo-4-(2-trimethylsilanyl-furan-3-yl)-azetidin-3-yl]-carbamic acid tert-butyl ester

: 870528-59-9
[(3S,4S)-3-((S)-1-Hydroxy-2-methyl-propyl)-1-[(S)-1-(4-methoxy-phenyl)-ethyl]-2-oxo-4-(2-oxo-2,5-dihydro-furan-3-yl)-azetidin-3-yl]-carbamic acid tert-butyl ester

Guidance literature:: With peracetic acid; sodium acetate; acetic acid; In dichloromethane; at 23 ℃; for 18h;
DOI:10.1021/ja056284a

Reference yield:

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

: 870528-59-9
[(3S,4S)-3-((S)-1-Hydroxy-2-methyl-propyl)-1-[(S)-1-(4-methoxy-phenyl)-ethyl]-2-oxo-4-(2-oxo-2,5-dihydro-furan-3-yl)-azetidin-3-yl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

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

2: 98 percent / H₂ / Pd/C / ethyl acetate / 6 h / 23 °C

3: 1-chloro-N,N,2-trimethyl-1-propenylamine / CH₂Cl₂ / -78 - 23 °C

4: 240 mg / triethylamine / CH₂Cl₂ / 0.5 h / 23 °C

5: 94 percent / Cs₂CO₃ / methanol / 2 h / 23 °C

6: 70 percent / peroxyacetic acid; acetic acid; sodium acetate / CH₂Cl₂ / 18 h / 23 °C

With peracetic acid; dmap; 1-chloro-1-(dimethylamino)-2-methyl-1-propene; hydrogen; sodium acetate; caesium carbonate; acetic acid; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate;
DOI:10.1021/ja056284a

Reference yield:

: (2S,3S)-2-Azido-4-methyl-3-phenoxycarbonyloxy-pentanoic acid benzyl ester

: 870528-59-9
[(3S,4S)-3-((S)-1-Hydroxy-2-methyl-propyl)-1-[(S)-1-(4-methoxy-phenyl)-ethyl]-2-oxo-4-(2-oxo-2,5-dihydro-furan-3-yl)-azetidin-3-yl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1.85 g / triphenylphosphine / tetrahydrofuran; H₂O / 1 h / 50 °C

2: 99 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 1 h / 23 °C

3: 98 percent / H₂ / Pd/C / ethyl acetate / 6 h / 23 °C

4: 1-chloro-N,N,2-trimethyl-1-propenylamine / CH₂Cl₂ / -78 - 23 °C

5: 240 mg / triethylamine / CH₂Cl₂ / 0.5 h / 23 °C

6: 94 percent / Cs₂CO₃ / methanol / 2 h / 23 °C

7: 70 percent / peroxyacetic acid; acetic acid; sodium acetate / CH₂Cl₂ / 18 h / 23 °C

With peracetic acid; dmap; 1-chloro-1-(dimethylamino)-2-methyl-1-propene; hydrogen; sodium acetate; caesium carbonate; acetic acid; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate;
DOI:10.1021/ja056284a