HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,4,5-Trichlorophenol → t-Butoxycarbonyl-glycyl-glycine-2,4,5-Trichlorophenyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,4,5-Trichlorophenol | HCID 7271 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | N-Hydroxysuccinimide | HCID 80170 | — |
| Reactant | 2-(2-{[(Tert-butoxy)carbonyl]amino}acetamido)acetic acid | HCID 333466 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | t-Butoxycarbonyl-glycyl-glycine-2,4,5-Trichlorophenyl Ester | HCID 54236985 | — |
Reaction Steps
Dissolve 2.5 g. of t-butoxycarbonyl-glycyl-glycine in dimethylformamide (20 ml.) containing 2,4,5-trichlorophenol (2.13 g.) and N-hydroxysuccinimide (1.4 g.) . Cool the solution in an ice bath and stir while adding dicyclohexylcarbodiimide (2.44 g.) in dimethylformamide (5 ml.). Allow the reaction mixture to stand at room temperature for 48 hours, filter the reaction mixture and evaporate the filtrate to dryness under reduced pressure. Chromatograh the residue on silica gel (150 g.). The desired product is eluted with 20% ethyl acetate/chloroform and crystallized from ether-hexane (m.p. 90°-91° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04169141 |
| Source dataset | uspto-grants-1979_09 |
| ORD ID | ord-d64d82f187924feba5b56358f4884c95 |
| Source note | uspto-grants-1979_09 |