HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,4-Dimethoxyphenol → HCID 66874620, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,4-Dimethoxyphenol | HCID 16251 | — |
| Reactant | 1-Nonanol, 9-bromo- | HCID 108700 | — |
| Reactant | (R)-benzyl 3-amino-4-(dimethylamino)butanoate dihydrochloride | HCID 46223507 | — |
| Reactant | 9-(3,4-Dimethoxy-phenoxy)-nonanoic acid | HCID 66875050 | — |
| Reactant | 9-(3,4-Dimethoxy-phenoxy)-nonan-1-ol | HCID 66875130 | — |
| Product | HCID 66874620 | HCID 66874620 | — |
Reaction Steps
The title compound, m/e=439.4 ([M+H]+), was produced in analogy with example 18, steps 1 to 4. Thus, 3,4-dimethoxyphenol was alkylated in step 1 with 9-bromo-1-nonanol, leading to 9-(3,4-dimethoxy-phenoxy)-nonan-1-ol, which was oxidized in step 2 to 9-(3,4-dimethoxy-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-(3,4-dimethoxy-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-47ac72a6affb47c0931bf698b34bece5 |
| Source note | uspto-grants-2013_01 |