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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1386703Generated: November 4, 2026

Ethyl acetate hexane → (R)-3-Cyclobutyl-2-{(S)-3-(3-fluoro-phenyl)-4-[4-(3-phenyl-propyl)-piperidin-1-ylmethyl]-pyrrolidin-1-yl}-propionic acid

https://huagongshe.com/reaction/1386703

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl acetate hexaneHCID 21226206—
Reactant3-(r)-t-Butyldimethylsilyloxymethyl-4-(s)-(3-fluorophenyl)pyrrolidineHCID 21341071—
ReactantBenzyl (2S)-3-cyclobutyl-2-hydroxypropanoateHCID 53678805—
Product(R)-3-Cyclobutyl-2-{(S)-3-(3-fluoro-phenyl)-4-[4-(3-phenyl-propyl)-piperidin-1-ylmethyl]-pyrrolidin-1-yl}-propionic acidHCID 20672386—

Reaction Steps

The title compound was prepared from 3-(R)-(t-butyldimethylsilyloxymethyl)-4-(S)-(3-fluorophenyl)pyrrolidine (from EXAMPLE 20, Step H) and 2-(S)-hydroxy-3-(cyclobutyl)propanoic acid, benzyl ester (from EXAMPLE 25, Step A) using procedures analogous to those described in EXAMPLE 1, Steps G-I. For the title compound: RF: 0.60 (7:3 v/v hexane/EtOAc); 1H NMR (300 MHz) 1.57-2.08 (m, 8H), 2.29 (m, 1H), 2.73 (br t, 1H), 2.92 (m, 1H), 3.14-3.34 (m, 4H), 3.56 (br q, 1H), 5.16 (s, 2H), 6.886.99 (m, 3H), 7.20-7.39 (m, 6H), 9.62 (d, J=2.0, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06265434B1
Source datasetuspto-grants-2001_07
ORD IDord-199e87d9f56447faad0cd3a46abfcae8
Source noteuspto-grants-2001_07