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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1373725Generated: November 1, 2026

Nitric Acid → L-Alanyl-L-Glutamine

https://huagongshe.com/reaction/1373725

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitric AcidHCID 944—
ReactantWaterHCID 962—
ReactantL-GlutamineHCID 5961—
ReactantHexachloroethaneHCID 6214—
ReactantTriphenylphosphineHCID 11776—
ReactantPotassium HydroxideHCID 14797—
Solvent1,2-DichloroethaneHCID 11—
SolventDiethyl EtherHCID 3283—
ProductL-Alanyl-L-GlutamineHCID 12393552%

Reaction Steps

Dissolve 15 mmol of hexachloroethane with 10 ml of 1,2-dichloroethane, add it into a mixed system composed of 10 mmol of N—(O,O-diisopropyl) phosphoalanine, 15 mmol of triphenylphosphine, and 10 ml of 1,2-dichloroethane. After reacting at 20° C. for 1.5 hours, drop it into 20 ml of water containing 20 mmol of glutamine. While reacting, regulate pH to 13 with potassium hydroxide, the reaction temperature is 10° C., the reaction time after dropping is 2 hours. And then regulate pH to 1.5 by acidifying it with dilute nitric acid. The Aqueous phase, after concentrated, reacts with trifluoroacetic acid at room temperature for 10 hours. As the reaction is finished, add in 50 ml of ether, solids deposit, the product L-Ala-L-Gln with a yield of 52% is obtained by recrystallizing the solids with isopropanol-water.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07163917B2
Source datasetuspto-grants-2007_01
ORD IDord-d85b5c83892244bf9ca6a63530da9d4d
Source noteuspto-grants-2007_01