HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Fluorophenol → HCID 66875165, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Fluorophenol | HCID 9732 | — |
| Reactant | 1-Nonanol, 9-bromo- | HCID 108700 | — |
| Reactant | (R)-benzyl 3-amino-4-(dimethylamino)butanoate dihydrochloride | HCID 46223507 | — |
| Reactant | 9-(4-Fluoro-phenoxy)-nonanoic acid | HCID 66875133 | — |
| Reactant | 9-(4-Fluoro-phenoxy)-nonan-1-ol | HCID 68993119 | — |
| Product | HCID 66875165 | HCID 66875165 | — |
Reaction Steps
The title compound, m/e=395.5 ([M−H]−), was produced in analogy with example 18, steps 1 to 4. Thus, 4-fluorophenol was alkylated in step 1 with 9-bromo-1-nonanol, leading to 9-(4-fluoro-phenoxy)-nonan-1-ol, which was oxidized in step 2 to 9-(4-fluoro-phenoxy)-nonanoic acid. This was coupled in step 3 with (R)-3-amino-4-dimethylamino-butyric acid benzyl ester dihydrochloride to produce (R)-4-dimethylamino-3-[9-(4-fluoro-phenoxy)-nonanoylamino]-butyric acid benzyl ester, which was hydrogenated in step 4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08344027B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-b9380bc4c413412eb636507d94a5877e |
| Source note | uspto-grants-2013_01 |