HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-3-hydroxy-pyrrolidine-1-carboxylic acid 5-hydroxy-adamantan-2-yl ester → (R)-3-(4-Cyano-2-oxo-2H-pyridin-1-yl)-pyrrolidine-1-carboxylic acid 5-hydroxy-adamantan-2-yl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-3-hydroxy-pyrrolidine-1-carboxylic acid 5-hydroxy-adamantan-2-yl ester | HCID 58171511 | — |
| Reactant | 2-Oxo-1,6-dihydro-pyridine-4-carbonitrile | HCID 67480004 | — |
| Product | (R)-3-(4-Cyano-2-oxo-2H-pyridin-1-yl)-pyrrolidine-1-carboxylic acid 5-hydroxy-adamantan-2-yl ester | HCID 58171583 | 2% |
Reaction Steps
The title compounds were prepared from (S)-3-hydroxy-pyrrolidine-1-carboxylic acid 5-hydroxy-adamantan-2-yl ester (ca. 1:1 mixture of cis- and trans-isomer) and 2-oxo-1,6-dihydro-pyridine-4-carbonitrile following a procedure analogous to that described in Example 77. The isomers were separated by HPLC on reversed phase (acetonitrile/water containing 1.36% trifluoroacetic acid).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09163012B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-31bd24c47e3547e090d2b6f06057c1a7 |
| Source note | uspto-grants-2015_10 |