HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 178427539, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | L-Glutamine, N2-[(1,1-dimethylethoxy)carbonyl]-, 4-nitrophenyl ester | HCID 7017891 | — |
| Reactant | Chloroform methanol | HCID 21584188 | — |
| Reactant | Arg(Tos)-Pro-Ala-Lys(ClZ)-OBzl | HCID 178427560 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178427539 | HCID 178427539 | 80% |
Reaction Steps
At 0° C. the solution of 467 mg (0.51 mmol) of HCl.Arg(Tos)-Pro-Ala-Lys(ClZ)-OBzl (SEQ ID NO: 12) in 20 ml of anhydrous tetrahydrofuran was adjusted to pH 9, to which he pre-cold solution of 195 mg, (0.53 mmol) of Boc-Gln-Onp in 10 ml of anhydrous tetrahydrofuran was added. The reaction mixture was stirred at room temperature for 96 h and TLC (chloroform/methanol, 9:1) indicated complete disappearance of HCl.Arg(Tos)-Pro-Ala-Lys(ClZ)-OBzl (SEQ ID NO: 12). The reaction mixture was evaporated to dryness and the residue was purified on sinica gel chromatography (CHCl3/CH3OH, 10:1) to provide 450 mg (80%) of the title compound as a glassy mass. Mp 80–82° C., FAB-MS (m/e) 1111.3[M+H]+, 1132.5[M+Na]+,1010.0[M-Boc]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07138491B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-6ecd985ec1604a50b227e72a4313fe6a |
| Source note | uspto-grants-2006_11 |