1-[(2S,3S and 3R)-2-(tert-butoxycarbonylamino)-3-carboxy-1-oxo-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]propanyl]-3,3-difluoropyrrolidine

Base Information

Chemical Name:1-[(2S,3S and 3R)-2-(tert-butoxycarbonylamino)-3-carboxy-1-oxo-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]propanyl]-3,3-difluoropyrrolidine
CAS No.:690258-07-2
Molecular Formula:C₂₅H₃₅BF₂N₂O₇
Molecular Weight:524.37
Hs Code.:

1-[(2S,3S and 3R)-2-(tert-butoxycarbonylamino)-3-carboxy-1-oxo-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]propanyl]-3,3-difluoropyrrolidine

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Chemical Property of 1-[(2S,3S and 3R)-2-(tert-butoxycarbonylamino)-3-carboxy-1-oxo-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]propanyl]-3,3-difluoropyrrolidine

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Technology Process of 1-[(2S,3S and 3R)-2-(tert-butoxycarbonylamino)-3-carboxy-1-oxo-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]propanyl]-3,3-difluoropyrrolidine

There total 1 articles about 1-[(2S,3S and 3R)-2-(tert-butoxycarbonylamino)-3-carboxy-1-oxo-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]propanyl]-3,3-difluoropyrrolidine 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:

: 690257-98-8
methyl (βS)-4-bromo-N-(tert-butoxycarbonyl)-β-[(1E)-prop-1-enyl]-L-phenylalaninate

: 690258-07-2
1-[(2S,3S and 3R)-2-(tert-butoxycarbonylamino)-3-carboxy-1-oxo-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]propanyl]-3,3-difluoropyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydroxide / tetrahydrofuran; methanol; water / 3 h / 20 °C

1.2: 12 h / 20 °C

2.1: potassium permanganate; sodium periodate; potassium carbonate / water; tert-butyl alcohol / 24 h / 20 °C

2.2: 10 h / 100 °C

With sodium hydroxide; potassium permanganate; sodium periodate; potassium carbonate; In tetrahydrofuran; methanol; water; tert-butyl alcohol;

Reference yield:

: 356560-80-0
6-bromo[1,2,4]triazolo[1,5-a]pyridine

: 690258-07-2
1-[(2S,3S and 3R)-2-(tert-butoxycarbonylamino)-3-carboxy-1-oxo-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]propanyl]-3,3-difluoropyrrolidine

: 1-[(2S,3S)-2-amino-3-(methylaminocarbonyl)-3-(4-[1,2,4]triazolo[1,5-a]pyridin-6-ylphenyl)1-oxopropanyl]-3,3-difluoropyrrolidine trifluoroacetic acid salt

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / ethanol; water; toluene / 18 h / 100 °C

2.1: 1-hydroxy-pyrrolidine-2,5-dione; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / dichloromethane / 12 h / 20 °C

2.2: 3 h / 20 °C

With 1-hydroxy-pyrrolidine-2,5-dione; sodium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In ethanol; dichloromethane; water; toluene; 1.1: Suzuki Coupling;

Reference yield:

: 356560-80-0
6-bromo[1,2,4]triazolo[1,5-a]pyridine

: 690258-07-2
1-[(2S,3S and 3R)-2-(tert-butoxycarbonylamino)-3-carboxy-1-oxo-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]propanyl]-3,3-difluoropyrrolidine

: 690258-08-3
1-[(2S,3S and 3R)-2-(tert-butoxycarbonylamino)-3-carboxy-3-(4-[1,2,4]triazolo[1,5-a]pyridin-6-ylphenyl)1-oxopropanyl]-3,3-difluoropyrrolidine

Guidance literature:: With sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In ethanol; water; toluene; at 100 ℃; for 18h;