(3R,4S)-4-(4-bromo-2-hydroxyphenyl)-3-[(3S)-3-{[tert-butyl(dimethyl)silyl]oxy}-3-(4-fluorophenyl)propyl]-1-phenylazetidin-2-one

Base Information

Chemical Name:(3R,4S)-4-(4-bromo-2-hydroxyphenyl)-3-[(3S)-3-{[tert-butyl(dimethyl)silyl]oxy}-3-(4-fluorophenyl)propyl]-1-phenylazetidin-2-one
CAS No.:852204-18-3
Molecular Formula:C₃₀H₃₅BrFNO₃Si
Molecular Weight:584.601
Hs Code.:

Synonyms:(3R,4S)-4-(4-bromo-2-hydroxyphenyl)-3-[(3S)-3-{[tert-butyl(dimethyl)silyl]oxy}-3-(4-fluorophenyl)propyl]-1-phenylazetidin-2-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3R,4S)-4-(4-bromo-2-hydroxyphenyl)-3-[(3S)-3-{[tert-butyl(dimethyl)silyl]oxy}-3-(4-fluorophenyl)propyl]-1-phenylazetidin-2-one

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (3R,4S)-4-(4-bromo-2-hydroxyphenyl)-3-[(3S)-3-{[tert-butyl(dimethyl)silyl]oxy}-3-(4-fluorophenyl)propyl]-1-phenylazetidin-2-one

There total 12 articles about (3R,4S)-4-(4-bromo-2-hydroxyphenyl)-3-[(3S)-3-{[tert-butyl(dimethyl)silyl]oxy}-3-(4-fluorophenyl)propyl]-1-phenylazetidin-2-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: 83.0%

: 852204-16-1
(3R,4S)-4-[2-(allyloxy)-4-bromophenyl]-3-[(3S)-3-{[tert-butyl(dimethyl)silyl]oxy}-3-(4-fluorophenyl)propyl]-1-phenylazetidin-2-one

: 852204-18-3
(3R,4S)-4-(4-bromo-2-hydroxyphenyl)-3-[(3S)-3-{[tert-butyl(dimethyl)silyl]oxy}-3-(4-fluorophenyl)propyl]-1-phenylazetidin-2-one

Guidance literature:: With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 1.5h;

Reference yield:

: 852148-48-2
(4S)-4-benzyl-3-[5-(4-fluorophenyl)-5-oxopentanoyl]-1,3-oxazolidin-2-one

: 852204-18-3
(3R,4S)-4-(4-bromo-2-hydroxyphenyl)-3-[(3S)-3-{[tert-butyl(dimethyl)silyl]oxy}-3-(4-fluorophenyl)propyl]-1-phenylazetidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 3,3-diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole; dimethylsulfide borane complex / dichloromethane; toluene / 5.5 h / -5 °C / Cooling with methanol-dry ice

2: 1H-imidazole / N,N-dimethyl-formamide / 19 h / 20 °C

3: N-ethyl-N,N-diisopropylamine / titanium tetrachloride / dichloromethane / 3.2 h / -30 - -25 °C

4: N,O-bis-(trimethylsilyl)-acetamide / tetrabutyl ammonium fluoride / tert-butyl methyl ether / 19 h / 20 °C

5: morpholine / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 1.5 h / 20 °C

With morpholine; 1H-imidazole; N,O-bis-(trimethylsilyl)-acetamide; 3,3-diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole; dimethylsulfide borane complex; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; titanium tetrachloride; In tetrahydrofuran; dichloromethane; tert-butyl methyl ether; N,N-dimethyl-formamide; toluene;

Reference yield:

: 852204-14-9
2-(allyloxy)-4-bromobenzaldehyde

: 852204-18-3
(3R,4S)-4-(4-bromo-2-hydroxyphenyl)-3-[(3S)-3-{[tert-butyl(dimethyl)silyl]oxy}-3-(4-fluorophenyl)propyl]-1-phenylazetidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: isopropyl alcohol / 16.5 h / 50 °C

2: N-ethyl-N,N-diisopropylamine / titanium tetrachloride / dichloromethane / 3.2 h / -30 - -25 °C

3: N,O-bis-(trimethylsilyl)-acetamide / tetrabutyl ammonium fluoride / tert-butyl methyl ether / 19 h / 20 °C

4: morpholine / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 1.5 h / 20 °C

With morpholine; N,O-bis-(trimethylsilyl)-acetamide; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; titanium tetrachloride; In tetrahydrofuran; dichloromethane; tert-butyl methyl ether; isopropyl alcohol;