trans-1-(4-fluorophenyl)-4-(4-hydroxyphenyl)-3-[(2-phenylethyl)-thio]-2-azetidinone

Base Information

Chemical Name:trans-1-(4-fluorophenyl)-4-(4-hydroxyphenyl)-3-[(2-phenylethyl)-thio]-2-azetidinone
CAS No.:179411-33-7
Molecular Formula:C₂₃H₂₀FNO₂S
Molecular Weight:393.482
Hs Code.:

Synonyms:trans-1-(4-fluorophenyl)-4-(4-hydroxyphenyl)-3-[(2-phenylethyl)-thio]-2-azetidinone

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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 trans-1-(4-fluorophenyl)-4-(4-hydroxyphenyl)-3-[(2-phenylethyl)-thio]-2-azetidinone

Chemical Property:

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Technology Process of trans-1-(4-fluorophenyl)-4-(4-hydroxyphenyl)-3-[(2-phenylethyl)-thio]-2-azetidinone

There total 8 articles about trans-1-(4-fluorophenyl)-4-(4-hydroxyphenyl)-3-[(2-phenylethyl)-thio]-2-azetidinone 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: 97.0%

: 191613-37-3
(3R,4R)-4-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-1-(4-fluoro-phenyl)-3-phenethylsulfanyl-azetidin-2-one

: 179411-33-7
trans-1-(4-fluorophenyl)-4-(4-hydroxyphenyl)-3-[(2-phenylethyl)-thio]-2-azetidinone

Guidance literature:: With hydrogen fluoride; In acetonitrile; at 0 - 20 ℃;
DOI:10.1021/jm970676d

Reference yield:

: 4410-99-5
2-mercaptophenylethane

: 179411-33-7
trans-1-(4-fluorophenyl)-4-(4-hydroxyphenyl)-3-[(2-phenylethyl)-thio]-2-azetidinone

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / Et₃N / CH₂Cl₂ / 16 h / Ambient temperature

2: 1.) (i-PrO)4Ti, TiCl₄, 3.) DIPEA

3: 1.) bis(trimethylsilyl)acetamide, 2.) TBAF, bis(trimethylsilyl)acetamide / 1.) toluene, 90 deg C, 1 h, 2.) toluene, 45 deg C, 23 h

4: 97 percent / 48percent aq. HF / acetonitrile / 0 - 20 °C

With titanium(IV) isopropylate; hydrogen fluoride; tetrabutyl ammonium fluoride; titanium tetrachloride; bis-(trimethylsilyl)acetamide; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile;
DOI:10.1021/jm970676d

Reference yield:

: 120743-99-9
p-[(tert-butyldimethylsilyl)oxy]benzaldehyde

: 179411-33-7
trans-1-(4-fluorophenyl)-4-(4-hydroxyphenyl)-3-[(2-phenylethyl)-thio]-2-azetidinone

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / toluene / 24 h / Heating

2: 1.) (i-PrO)4Ti, TiCl₄, 3.) DIPEA

3: 1.) bis(trimethylsilyl)acetamide, 2.) TBAF, bis(trimethylsilyl)acetamide / 1.) toluene, 90 deg C, 1 h, 2.) toluene, 45 deg C, 23 h

4: 97 percent / 48percent aq. HF / acetonitrile / 0 - 20 °C

With titanium(IV) isopropylate; hydrogen fluoride; tetrabutyl ammonium fluoride; titanium tetrachloride; bis-(trimethylsilyl)acetamide; N-ethyl-N,N-diisopropylamine; In toluene; acetonitrile;
DOI:10.1021/jm970676d