(2S,5R)-2-hydroxy-8-{(S)-1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborole-2-yl)-phenyl]-ethyl}-6-oxa-8-aza-spiro[4.5]decan-7-one

Base Information

Chemical Name:(2S,5R)-2-hydroxy-8-{(S)-1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborole-2-yl)-phenyl]-ethyl}-6-oxa-8-aza-spiro[4.5]decan-7-one
CAS No.:1353245-45-0
Molecular Formula:C₂₂H₃₂BNO₅
Molecular Weight:401.311
Hs Code.:

Synonyms:(2S,5R)-2-hydroxy-8-{(S)-1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborole-2-yl)-phenyl]-ethyl}-6-oxa-8-aza-spiro[4.5]decan-7-one

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Chemical Property of (2S,5R)-2-hydroxy-8-{(S)-1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborole-2-yl)-phenyl]-ethyl}-6-oxa-8-aza-spiro[4.5]decan-7-one

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Technology Process of (2S,5R)-2-hydroxy-8-{(S)-1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborole-2-yl)-phenyl]-ethyl}-6-oxa-8-aza-spiro[4.5]decan-7-one

There total 5 articles about (2S,5R)-2-hydroxy-8-{(S)-1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborole-2-yl)-phenyl]-ethyl}-6-oxa-8-aza-spiro[4.5]decan-7-one 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: 40.0%

: 1353240-22-8
(2S,5R)-8-[(S)-1-(4-bromo-phenyl)-ethyl]-2-hydroxy-6-oxa-8-aza-spiro[4.5]decan-7-one

: 73183-34-3
bis(pinacol)diborane

: 1353245-45-0
(2S,5R)-2-hydroxy-8-{(S)-1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborole-2-yl)-phenyl]-ethyl}-6-oxa-8-aza-spiro[4.5]decan-7-one

Guidance literature:: With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In dimethyl sulfoxide; at 90 ℃; for 4h; Inert atmosphere;

Reference yield:

: 86816-17-3
4-(2-Chloroethyl)-4-hydroxy-1,6-heptadiene

: 1353245-45-0
(2S,5R)-2-hydroxy-8-{(S)-1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborole-2-yl)-phenyl]-ethyl}-6-oxa-8-aza-spiro[4.5]decan-7-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate; potassium iodide / acetonitrile / Reflux

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Cooling with ice

3.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 20 °C

4.1: dimethylsulfide borane complex / tetrahydrofuran / 20 °C / Cooling with ice

4.2: 40 °C / Cooling with ice

5.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / dimethyl sulfoxide / 4 h / 90 °C / Inert atmosphere

With dimethylsulfide borane complex; potassium acetate; potassium carbonate; N-ethyl-N,N-diisopropylamine; potassium iodide; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; acetonitrile;

Reference yield:

: 1353242-82-6
6,6-diallyl-3-[(S)-1-(4-bromo-phenyl)-ethyl]-[1,3]oxazinan-2-one

: 1353245-45-0
(2S,5R)-2-hydroxy-8-{(S)-1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborole-2-yl)-phenyl]-ethyl}-6-oxa-8-aza-spiro[4.5]decan-7-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 20 °C

2.1: dimethylsulfide borane complex / tetrahydrofuran / 20 °C / Cooling with ice

2.2: 40 °C / Cooling with ice

3.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / dimethyl sulfoxide / 4 h / 90 °C / Inert atmosphere

With dimethylsulfide borane complex; potassium acetate; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;