Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1373723Generated: October 31, 2026

Nitric Acid → L-Alanyl-L-Glutamine

https://huagongshe.com/reaction/1373723

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitric AcidHCID 944—
ReactantL-GlutamineHCID 5961—
ReactantTriphenylphosphineHCID 11776—
ReactantPotassium HydroxideHCID 14797—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
SolventDichloromethaneHCID 6344—
SolventCyclohexaneHCID 8078—
ProductL-Alanyl-L-GlutamineHCID 12393560%

Reaction Steps

Dissolve 30 mmol of hexaethane with 20 ml of dichloromethane, drop it into a mixed system composed of 10 mmol of N—(O,O-diethyl) phosphoalanine, 30 mmol of triphenylphosphine and 10 ml of dichloromethane. After reacting at 0° C. for 40 min., drop it into a liquid mixture containing 30 mmol of glutamine, 20 ml of water and 10 ml of cyclohexane. While reacting, regulate pH to 13 with potassium hydroxide, the reaction temperature is 20° C., the reaction time after dropping is 30 min. And then acidify it to regulate pH=1.5 with dilute nitric acid. The aqueous phase, after concentrated, react 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 is obtained with a yield of 60% 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-e2e6494bbe0c464280d2bf46bf9a6735
Source noteuspto-grants-2007_01