HuagongsheHuagongshe Chemistry Print Report · For research reference only
Citric Acid → HCID 131715723, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Tert-butoxycarbonylalanine | HCID 85082 | — |
| Reactant | p-Toluenesulfonate | HCID 85570 | — |
| Reactant | HCID 7350013 | HCID 7350013 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 131715723 | HCID 131715723 | — |
Reaction Steps
23.61 g of tosylate of H-Ile-OBzl and 11.35 g of Boc-Ala-OH are suspended in 500 ml of AcOEt. To this mixture 6.07 g of Et3N and 8.92 g of HOBt and then 12.65 g of WSC are added with cooling in an ice bath. Stirring is continued whilst cooling the reaction mixture in an ice bath (2 hrs) then at ambient temperature for 15 hrs. To this mixture a 5% aqueous solution of citric acid is added. The organic phase is washed with a 5% aqueous solution of sodium bicarbonate, with a saturated aqueous solution of sodium chloride. The organic phase is dried over Na2SO4 and evaporated to dryness. The oily product is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04774319 |
| Source dataset | uspto-grants-1988_09 |
| ORD ID | ord-4376610327f248dc9c75489f02bee745 |
| Source note | uspto-grants-1988_09 |