HuagongsheHuagongshe Chemistry Print Report · For research reference only
L-Leucine → N,N'-Dicyclohexylurea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | L-Leucine | HCID 6106 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 3-(Propanoyloxy)-4-(trimethylazaniumyl)butanoate | HCID 107738 | — |
| Reactant | Leucine methyl ester hydrochloride | HCID 2723695 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | N,N'-Dicyclohexylurea | HCID 4277 | — |
Reaction Steps
To 1.82 grams (0.01 moles) of methyl leucinate hydrochloride 0.8 cc (0.01 moles) of pyridine in 15 cc of acetone were added. Pyridine hydrochloride precipitated, which was filtered off. To the methyl ester of leucine free base was added an aqueous solution of 2.54 grams (0.01 moles) of propionyl carnitine in 3.5 cc. Then, 4.12 grams of dicyclohexyl carbodiimide dissolved in 5 cc of acetone were slowly added under stirring to the solution. A precipitate of dicyclohexylurea formed which after 16 hours was filtered off. The mother liquors were concentrated under vacuum. The raw product thus obtained was crystallized from methanol-acetone, furnishing a solid, very hygroscopic product (yield: 75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04443475 |
| Source dataset | uspto-grants-1984_04 |
| ORD ID | ord-dd38be54ca81470fb9dd02a98629ec54 |
| Source note | uspto-grants-1984_04 |