HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → HCID 12802599, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | Semicarbazide hydrochloride | HCID 11236 | — |
| Reactant | Benzyloxycarbonyl-L-phenylalanine | HCID 70878 | — |
| Reactant | 3a,4,7,7a-Tetrahydro-2-hydroxy-4,7-methano-1H-isoindole-1,3(2H)-dione | HCID 89529 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 12802599 | HCID 12802599 | — |
Reaction Steps
In 5 ml of water is dissolved 2.50 g (22 mM) of NH2NHCONH2.HCl, the solution is neutralized with 3.14 ml of TEA, and 40 ml of DMF is added. To this solution are added 3.0 g of Z-Phe-OH, 2.0 g of HONB and 2.3 g of DCC. The mixture is stirred for 24 hours, the precipitated DCU filtered off, the solvent distilled off and the residue dissolved in 200 ml of ethyl acetate. The solution is washed with aqueous sodium hydrogen carbonate and water in that order and dried over anhydrous sodium sulfate. The solvent is then distilled off, the residue is treated with ether, and crystals are collected by filtration. Yield 2.7 g; m.p. 119°-121° C., [α]D21.5 -14.4° (c=1.01, DMF), Rf1 0.29.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04337247 |
| Source dataset | uspto-grants-1982_06 |
| ORD ID | ord-055a1209ba544ccfb907a4d0f8d1caf8 |
| Source note | uspto-grants-1982_06 |