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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1373731Generated: November 1, 2026

Hydrochloric Acid → L-Alanyl-L-Glutamine

https://huagongshe.com/reaction/1373731

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantL-GlutamineHCID 5961—
ReactantHexachloroethaneHCID 6214—
ReactantPotassium CarbonateHCID 11430—
ReactantTriphenylphosphineHCID 11776—
ReactantSodium HydroxideHCID 14798—
ReactantN-carbobenzyloxyalanineHCID 736104—
SolventDiethyl EtherHCID 3283—
SolventAcetonitrileHCID 6342—
ProductL-Alanyl-L-GlutamineHCID 12393545%

Reaction Steps

Dissolve 30 mmol of hexachloroethane with 10 ml of acetonitrile, drop it into a mixed system composed of 10 mmol of carbobenzoxy alanine (Z-Ala), 20 ml of triphenylphosphine and 10 ml of acetonitrile. After reacting at 5° C. for 1.0 h., drop it into 20 ml of water containing 10 mmol of glutamine. While reacting, regulate pH to 10 with 20 mmol of sodium hydroxide and then potassium carbonate successively, the reaction temperature is 5° C., and the reaction time after dropping is 2 hours. And then acidify it to regulate pH to 3.0 with concentrated hydrochloric acid. The aqueous phase, after concentrated, reacts with trifluoroacetic acid at room temperature for 40 hours. After the reaction is finished, add in 50 ml of ether, solids deposit, the product L-Ala-L-Gln is obtained with a yield of 45% by recrystallizing the solids with 1,4-dioxane-water.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07163917B2
Source datasetuspto-grants-2007_01
ORD IDord-9d99489a8bb5469ea661edfba2a0c400
Source noteuspto-grants-2007_01