HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3R,4S)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-phenylpyrrolidine → 2-(R)-(3-(S)-Formyl-4-(S)-phenylpyrrolidin-1-yl)-2-(phenyl) propionic acid, benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3R,4S)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-phenylpyrrolidine | HCID 21341073 | — |
| Reactant | 2-(R)-(3-(S)-hydroxymethyl-4-(S)-phenylpyrrolidin-1-yl)-2-(phenyl)propionic acid, benzyl ester | HCID 131722697 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | 2-(R)-(3-(S)-Formyl-4-(S)-phenylpyrrolidin-1-yl)-2-(phenyl) propionic acid, benzyl ester | HCID 131722696 | — |
Reaction Steps
The title compound was prepared from 2-(R)-(3-(S)-hydroxymethyl-4-(S)-phenylpyrrolidin-1-yl)-2-(phenyl)propionic acid, benzyl ester (from Step B) using a procedure analogous to that described in preparation of Aldehyde 1. For the title compound: RF: 0.46 (4:1 v/v hexane/EtOAc); 1H NMR (300 MHz, CDCl3) δ1.73 (s, 3H), 2.95-3.10 (m, 3H), 3.33 (m, 1H), 3.50-3.63 (m, 2H), 5.25 (s, 2H), 7.12-7.38 (m, 15H), 9.62 (d, J=1.6 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06248755B1 |
| Source dataset | uspto-grants-2001_06 |
| ORD ID | ord-5ed6ef86ed884bb1a41785298e1cf9a3 |
| Source note | uspto-grants-2001_06 |