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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 709456Generated: October 25, 2026

2-(4-Fluorophenyl)ethane-1-thiol → 3-(4-Carboxymethyl-phenyl)-2-[2-(4-fluoro-phenyl)-ethylsulfanyl]-propionic acid 2,2,2-trichloro-ethyl ester

https://huagongshe.com/reaction/709456

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(4-Fluorophenyl)ethane-1-thiolHCID 18668729—
Reactant3-(4-Carboxymethyl-phenyl)-2-chloro-propionic acid 2,2,2-trichloro-ethyl esterHCID 86650301—
Reactant3-[4-(Tert-butyl-dimethyl-silanyloxy-methyl)-phenyl]-2-[2-(4-fluoro-phenyl)-ethylsulfanyl]-propionic acid methyl esterHCID 131731677—
Product3-(4-Carboxymethyl-phenyl)-2-[2-(4-fluoro-phenyl)-ethylsulfanyl]-propionic acid 2,2,2-trichloro-ethyl esterHCID 66864630—

Reaction Steps

The title compound was prepared from 3-(4-carboxymethyl-phenyl)-2-chloro-propionic acid 2,2,2-trichloro-ethyl ester (1.17 g, 3.13 mmol) and 2-(4-fluoro-phenyl)-ethanethiol (0.53 g, 3.44 mmol) as described for 3-[4-(tert-butyl-dimethyl-silanyloxy-methyl)-phenyl]-2-[2-(4-fluoro-phenyl)-ethylsulfanyl]-propionic acid methyl ester. After purification by flash chromatography with n-heptane/EtOAc 10:1 as the eluent the product was obtained as a solid (611 mg, 39.6%). 1H NMR (300 MHz, CDCl3): δ 7.09-7.23 (m, 6H), 6.94-6.99 (m, 2H), 4.65-4.77 (q, 2H), 3.56-3.61 (m, 3H), 3.18-3.28 (dd, 1H), 2.78-3.02 (m, 5H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181181B2
Source datasetuspto-grants-2015_11
ORD IDord-7ddc7e5fabf845d982df52e9bd672687
Source noteuspto-grants-2015_11