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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 481437Generated: October 31, 2026

Sodium Carbonate → (S)-2-(((Benzyloxy)carbonyl)amino)hexanedioic acid

https://huagongshe.com/reaction/481437

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantBenzyl chloroformateHCID 10387—
ReactantL-2-Aminoadipic AcidHCID 92136—
Product(S)-2-(((Benzyloxy)carbonyl)amino)hexanedioic acidHCID 701980998.2%

Reaction Conditions

Temperature5 °C

Reaction Steps

Benzyl chloroformate (15.5 g) was added dropwise to a stirred mixture of (2S)-2-aminoadipic acid (12 g) and sodium carbonate (39.4 g) which had been cooled to 5° C. The mixture was stirred at ambient temperature for 16 hours. The mixture was washed with diethyl ether. The aqueous phase was acidified to pH1 by the addition of dilute aqueous hydrochloric acid and extracted with ethyl acetate. The organic phase was dried (MgSO4) and evaporated to give (2S)-2-benzyloxycarbonylaminoadipic acid (21.6 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05789417
Source datasetuspto-grants-1998_08
ORD IDord-7698dcafa6114f829239acd9e3b72631
Source noteuspto-grants-1998_08