HuagongsheHuagongshe Chemistry Print Report · For research reference only
Fmoc-leucine → Fmoc-Leu-Leu-OBzl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Fmoc-leucine | HCID 1549133 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | Benzyl L-leucinate | HCID 6451313 | — |
| Catalyst | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | Fmoc-Leu-Leu-OBzl | HCID 102027077 | 93% |
Reaction Steps
The obtained wet crystals of Leu-OBzl (2-MeO-4-OC12OC22) were dissolved in chloroform (13 mL), Fmoc-Leu-OH (373 mg, 1.06 mmol) and HOBt (14.3 mg, 106 μmol) were added at room temperature, and EDC.HCl (223 mg, 1.16 mmol) was further added under ice-cooling. The mixture was warmed to room temperature, stirred overnight, and concentrated under reduced pressure. Methanol (10 mL) was added to the residue, and the precipitate was collected by filtration to give Fmoc-Leu-Leu-OBzl (2-MeO-4-OC12OC22) (1.02 g, 93% 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-fcb3b9c21c31471494c44a946f60c6b2 |
| Source note | uspto-grants-2014_10 |