HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → Fmoc-L-aspartic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | Fmoc-L-Asp(OtBu)-OH | HCID 2724635 | — |
| Reactant | L-tryptophan benzyl ester hydrochloride | HCID 45073232 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Fmoc-L-aspartic acid | HCID 7019016 | 189.2% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
41 mg of Fmoc-Asp(Ot-Bu)-OH was dissolved in 1 ml of methylene chloride. The solution was cooled to 0° C., and then 12 mg of HONSu and 21 mg of DCC were added thereto. The mixture was stirred at 0° C. for 30 minutes. To the mixture were added 1 ml of a methylene chloride containing 33 mg of H-Trp-OBzl.HCl and 14 μl of TEA, followed by stirring at 0° C. for 3 hours. The insoluble matters were filtered off and the filtrate was washed with cold methylene chloride. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (Wakogel C-200, manufactured by Wako Junyaku Kogyo, 50 g, elution with chloroform/methanol=25/1), to obtain 67 mg of Fmoc-Asp(Ot-Bu-Trp-OBzl as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06642355B2 |
| Source dataset | uspto-grants-2003_11 |
| ORD ID | ord-ec6c7c3d4cf04bbf8890f8b99b1dae84 |
| Source note | uspto-grants-2003_11 |