ChemicalBook CAS DataBase List cis-4-[(4-Chlorophenyl)sulfonyl]-4-(2,5-difluorophenyl)cyclohexanepropanoic acid

cis-4-[(4-Chlorophenyl)sulfonyl]-4-(2,5-difluorophenyl)cyclohexanepropanoic acid synthesis

8synthesis methods

Product Name:cis-4-[(4-Chlorophenyl)sulfonyl]-4-(2,5-difluorophenyl)cyclohexanepropanoic acid
CAS Number:471905-41-6
Molecular formula:C21H21ClF2O4S
Molecular Weight:442.9

3-((1s,4r)-4-(4-chlorophenylsulfonyl)-4-(2,5-difluorophenyl)cyclohexyl)propanal

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5329-14-6 Synthesis

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cis-4-[(4-Chlorophenyl)sulfonyl]-4-(2,5-difluorophenyl)cyclohexanepropanoic acid

471905-41-6
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$28.00/1unit

Yield:471905-41-6 74%

Reaction Conditions:

in dichloromethane;water

Steps:

98 Method (b)
Method (b) To a solution of crude cis-4-[(4-chlorophenyl)sulfonyl]-4-(2,5-difluorophenyl)cyclohexanepropanal (Example 97, method (b)) (650 g, 1.52 mol) in CH₂Cl₂ (6 L) and H₂O (6L) was added sulfamic acid (215.5 g, 2.21 mol) followed by slow addition of sodium chlorite (180 g in 3.13L H₂O, 2.0 mol) over 30 min. maintaining the internal temperature below 30° C. The phases were separated and the organic layer was washed with an aqueous Na₂S₂O₅ solution (157 g in 20L H₂O), water (20L) and then dried (Na₂SO₄). The solution was concentrated in vacuo and the residue was recrystallized from IPAc/heptane to afford cis-4-[(4-chlorophenyl)sulfonyl]-4-(2,5-difluorophenyl)cyclohexanepropanoic acid (482 g, 74%).

References:

Churcher, Ian;Dinnell, Kevin;Harrison, Timothy;Kerrad, Sonia;Nadin, Alan John;Oakley, Paul Joseph;Shaw, Duncan Edward;Teall, Martin Richard;Williams, Susannah;Williams, Brian John US2003/114496, 2003, A1

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