Carbamic acid, [(1S,2S)-1-[[(3S)-3-fluoro-1-pyrrolidinyl]carbonyl]-2-[4-(4,4,5,5-tetrameth yl-1,3,2-dioxaborolan-2-yl)phenyl]propyl]-, 1,1-dimethylethyl ester

Base Information

Chemical Name:Carbamic acid, [(1S,2S)-1-[[(3S)-3-fluoro-1-pyrrolidinyl]carbonyl]-2-[4-(4,4,5,5-tetrameth yl-1,3,2-dioxaborolan-2-yl)phenyl]propyl]-, 1,1-dimethylethyl ester
CAS No.:690257-93-3
Molecular Formula:C25H38BFN2O5
Molecular Weight:476.397
Hs Code.:

Carbamic acid,
[(1S,2S)-1-[[(3S)-3-fluoro-1-pyrrolidinyl]carbonyl]-2-[4-(4,4,5,5-tetrameth
yl-1,3,2-dioxaborolan-2-yl)phenyl]propyl]-, 1,1-dimethylethyl ester

Synonyms:

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Chemical Property of Carbamic acid, [(1S,2S)-1-[[(3S)-3-fluoro-1-pyrrolidinyl]carbonyl]-2-[4-(4,4,5,5-tetrameth yl-1,3,2-dioxaborolan-2-yl)phenyl]propyl]-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of Carbamic acid, [(1S,2S)-1-[[(3S)-3-fluoro-1-pyrrolidinyl]carbonyl]-2-[4-(4,4,5,5-tetrameth yl-1,3,2-dioxaborolan-2-yl)phenyl]propyl]-, 1,1-dimethylethyl ester

There total 11 articles about Carbamic acid, [(1S,2S)-1-[[(3S)-3-fluoro-1-pyrrolidinyl]carbonyl]-2-[4-(4,4,5,5-tetrameth yl-1,3,2-dioxaborolan-2-yl)phenyl]propyl]-, 1,1-dimethylethyl 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:

: 690257-83-1
(3S)-1-[(2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-(4-bromophenyl)-1-oxobutanyl]-3-fluoropyrrolidine

: 73183-34-3
bis(pinacol)diborane

: 690257-93-3
(3S)-1-[(2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1-oxobutanyl]-3-fluoropyrrolidine

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In N,N-dimethyl-formamide; at 80 ℃;
DOI:10.1016/j.bmcl.2005.11.052

Reference yield:

: 690257-82-0
(2R,3S)-2-azido-3-(4-bromophenyl)butanoic acid

: 690257-93-3
(3S)-1-[(2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1-oxobutanyl]-3-fluoropyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine / DMF (N,N-dimethyl-formamide) / 12 h / 20 °C

1.2: 12 h / 90 °C

1.3: 12 h / 20 °C

2.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 80 °C

With potassium acetate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In DMF (N,N-dimethyl-formamide); dimethyl sulfoxide; 2.1: Suzuki Coupling;

Reference yield:

: 690257-78-4
(R)-3-(3-(4-bromophenyl)acryloyl)-4-phenyloxazolidin-2-one

: 690257-93-3
(3S)-1-[(2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1-oxobutanyl]-3-fluoropyrrolidine

Guidance literature:: Multi-step reaction with 6 steps

1.1: copper (II) bromide dimethylsulfide / tetrahydrofuran; dimethylsulfide; diethyl ether / 0.5 h / -40 °C

1.2: 15 h / -20 - 20 °C

2.1: di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine / dichloromethane / 1.5 h / -78 - 0 °C

2.2: 4 h / -78 - 0 °C

3.1: tetramethylguanidinum azide / acetonitrile / 12 h / 20 °C

4.1: lithium hydroxide; dihydrogen peroxide / tetrahydrofuran; water / 4.25 h / 0 °C

5.1: benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine / DMF (N,N-dimethyl-formamide) / 12 h / 20 °C

5.2: 12 h / 90 °C

5.3: 12 h / 20 °C

6.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 80 °C

With lithium hydroxide; copper (II) bromide dimethylsulfide; di-n-butylboryl trifluoromethanesulfonate; dihydrogen peroxide; potassium acetate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; tetramethylguanidinum azide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; DMF (N,N-dimethyl-formamide); dimethylsulfide; diethyl ether; dichloromethane; water; dimethyl sulfoxide; acetonitrile; 6.1: Suzuki Coupling;