HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl acetate hexane | HCID 21226206 | — |
| Reactant | 3-(r)-t-Butyldimethylsilyloxymethyl-4-(s)-(3-fluorophenyl)pyrrolidine | HCID 21341071 | — |
| Reactant | Benzyl (2S)-3-cyclobutyl-2-hydroxypropanoate | HCID 53678805 | — |
| Product | (R)-3-Cyclobutyl-2-{(S)-3-(3-fluoro-phenyl)-4-[4-(3-phenyl-propyl)-piperidin-1-ylmethyl]-pyrrolidin-1-yl}-propionic acid | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06265434B1 |
| Source dataset | uspto-grants-2001_07 |
| ORD ID | ord-199e87d9f56447faad0cd3a46abfcae8 |
| Source note | uspto-grants-2001_07 |