HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,5-Dibromopentane → 2-(N-Benzyloxycarbonylamino)-3-[4-(5-bromopentyloxy)phenyl]propionic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,5-Dibromopentane | HCID 8100 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | N-benzyloxycarbonyl-l-tyrosine | HCID 712438 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-(N-Benzyloxycarbonylamino)-3-[4-(5-bromopentyloxy)phenyl]propionic acid | HCID 19093599 | 24.3% |
Reaction Steps
N-CBZ-L-tyrosine (2.06 g, 5.86 mmole) was treated with NaH (0.58 g, 12.08 mmole) and 1,5-dibromopentane (0.8 ml, 5.87 mmole) as described for 1-1 in Example 1. The crude product was dissolved in methanol and after stirring with silica gel for 0.5 hour, the solvent was removed. This was dry packed and eluted on a flash column with CHCl3 and then with 97:3:0.3 CHCl3 /CH3OH/HOAc to give pure 1-10 (0.66 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05294616 |
| Source dataset | uspto-grants-1994_03 |
| ORD ID | ord-e10905b762ca442ba579938f67ff9895 |
| Source note | uspto-grants-1994_03 |