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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1752329Generated: October 27, 2026

(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

https://huagongshe.com/reaction/1752329

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-3-hydroxy-pyrrolidine-1-carboxylic acid 5-hydroxy-adamantan-2-yl esterHCID 58171511—
Reactant2-Oxo-1,6-dihydro-pyridine-4-carbonitrileHCID 67480004—
Product(R)-3-(4-Cyano-2-oxo-2H-pyridin-1-yl)-pyrrolidine-1-carboxylic acid 5-hydroxy-adamantan-2-yl esterHCID 581715832%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09163012B2
Source datasetuspto-grants-2015_10
ORD IDord-31bd24c47e3547e090d2b6f06057c1a7
Source noteuspto-grants-2015_10