HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Bromide → (R)-3-(10-benzyloxy-decanoylamino)-4-dimethylamino-butyric acid benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | 1,10-Decanediol | HCID 37153 | — |
| Reactant | 1-Decanol, 10-(phenylmethoxy)- | HCID 11010864 | — |
| Reactant | 10-Benzyloxydecanoic acid | HCID 20581898 | — |
| Reactant | (R)-benzyl 3-amino-4-(dimethylamino)butanoate dihydrochloride | HCID 46223507 | — |
| Product | (R)-3-(10-benzyloxy-decanoylamino)-4-dimethylamino-butyric acid benzyl ester | HCID 66875602 | — |
Reaction Steps
The title compound, m/e=405.6 ([M−H]−), was produced in analogy with example 1, steps 1 to 4. Thus, 1,10-decanediol was alkylated in step 1 with benzyl bromide, leading to 10-benzyloxy-decan-1-ol, which was oxidized in step 2 to 10-benzyloxydecanoic acid. This was coupled in step 3 with (R)-3-amino-4-dimethylamino-butyric acid benzyl ester dihydrochloride to produce (R)-3-(10-benzyloxy-decanoylamino)-4-dimethylamino-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-c08ff2c096d649259d65fc8aa9a10594 |
| Source note | uspto-grants-2013_01 |