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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2118875Generated: October 25, 2026

Sodium Hydroxide → 1-Carboxymethyl-3-(S)-[(1-carboxy-2-phenylethyl)amino]perhydroazepin-2-one

https://huagongshe.com/reaction/2118875

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant[(3S)-3-Amino-2-oxoazepan-1-yl]acetic acidHCID 13749497—
ReactantSodium phenylpyruvate monohydrateHCID 23666336—
SolventWaterHCID 962—
Product1-Carboxymethyl-3-(S)-[(1-carboxy-2-phenylethyl)amino]perhydroazepin-2-oneHCID 18605789—

Reaction Steps

Prepare an aqueous solution of 500 mg 3-(S)-amino-1-carboxymethylperhydroazepin-2-one in 5 ml water. Adjust the pH to 6 with 1N sodium hydroxide solution and add 15 ml water. React this amine with 2.24 g sodium phenylpyruvate monohydrate and 400 mg sodium cyanoborohydride as described in Example 1. Purify 370 mg of the crude product on an LH-20 column and isoalte 240 mg of 1-carboxymethyl-3-(S)-[(1-carboxy-2-phenylethyl)amino]perhydroazepin-2-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04680392
Source datasetuspto-grants-1987_07
ORD IDord-d20c97ce46054334b72e1f9a038f0f2e
Source noteuspto-grants-1987_07