Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | L-Glutamine | HCID 5961 | — |
| Reactant | Hexachloroethane | HCID 6214 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | N-carbobenzyloxyalanine | HCID 736104 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | L-Alanyl-L-Glutamine | HCID 123935 | 45% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07163917B2 |
|---|
| Source dataset | uspto-grants-2007_01 |
|---|
| ORD ID | ord-9d99489a8bb5469ea661edfba2a0c400 |
|---|
| Source note | uspto-grants-2007_01 |
|---|