HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → Boc-Leu-DTrp(COOMe)-DNle-OBzl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | H-D-Nle-Obzl | HCID 10922067 | — |
| Reactant | Boc-Leu-DTrp(COOMe)-OH | HCID 131719297 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Boc-Leu-DTrp(COOMe)-DNle-OBzl | HCID 15298069 | — |
Reaction Steps
To a mixture of Boc-Leu-DTrp(COOMe)-OH (50 mg), H-DNle-OBzl.TsOH (46 mg), NMM (13 μl) and HOBT.H2O (16 mg) in dichloromethane (1 ml) was added EDCI.HCl (22 mg) under ice cooling. After being stirred at room temperature for 2 h, the mixture was diluted with dichloromethane, washed with water, 10% aq. citric acid, sat. aq. NaHCO3 and brine successively, dried over MgSO4 and evaporated in vacuo. The residue was purified by preparative TLC (Merck, Kieselgel 60 F254) with chloroform/methanol/acetic acid=100/10/1 for development to give Boc-Leu-DTrp(COOMe)-DNle-OBzl (67 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05496928 |
| Source dataset | uspto-grants-1996_03 |
| ORD ID | ord-e8cd1feb899a46228edad5eef513035e |
| Source note | uspto-grants-1996_03 |