HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → Fmoc-D-Lys(Boc)-Leu-Leu-OBzl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | (2R)-6-(((tert-butoxy)carbonyl)amino)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)hexanoic acid | HCID 13585941 | — |
| Reactant | Leu-Leu-OBzl | HCID 54422096 | — |
| Catalyst | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | Fmoc-D-Lys(Boc)-Leu-Leu-OBzl | HCID 131731955 | 86% |
Reaction Steps
The obtained wet crystals of Leu-Leu-OBzl (2-MeO-4-OC12OC22) were dissolved in chloroform (13 mL), Fmoc-D-Lys(Boc)-OH (481 mg, 1.03 mmol) and HOBt (13.9 mg, 103 μmol) were added at room temperature, and EDC HCl (216 mg, 1.13 mmol) was further added under ice-cooling. The mixture was warmed to room temperature, stirred overnight and concentrated under reduced pressure. The residue was precipitated with methanol (10 mL) to give Fmoc-D-Lys(Boc)-Leu-Leu-OBzl (2-MeO-4-OC12OC22) (1.14 g, 86% yield relative to Bzl (2-MeO-4-OC12OC22)OH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08859732B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-8be5fd0165ee4092b1346e02c8280c07 |
| Source note | uspto-grants-2014_10 |