HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(1,1-Dimethylethyl) (2S,4R)-4-azido-1,2-pyrrolidinedicarboxylate → (2S,4R)-4-amino-1-[(tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(1,1-Dimethylethyl) (2S,4R)-4-azido-1,2-pyrrolidinedicarboxylate | HCID 14842621 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (2S,4R)-4-amino-1-[(tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acid | HCID 14842625 | 67% |
Reaction Steps
The trans azido acid 8b (3.0 g., 11.7 mmol) was hydrogenated as for the synthesis of 6, to give 1.8 g (67% yield) after crystlalization from ethanol, m.p.=228°-229° C. (decomp.). 1H NMR (CDCl3) δ1.42/1.47 (2s, 9H), 2.29 (m, 1H), 2.45 (m, 1H), 3.58 (m, 1H), 3.80 (m, 1H), 3.99 (m, 1H), 4.24 (m, 1H). Anal. (C10H18N2O4.0.5H2O) C, H, N.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05120859 |
| Source dataset | uspto-grants-1992_06 |
| ORD ID | ord-ab4b858d18054a4e882577fdf6d6a567 |
| Source note | uspto-grants-1992_06 |