HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Nonanol, 9-bromo- → HCID 66875175, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Nonanol, 9-bromo- | HCID 108700 | — |
| Reactant | Benzenesulfinic acid, sodium salt | HCID 2723840 | — |
| Reactant | 1-Nonanol, 9-(phenylsulfonyl)- | HCID 11492947 | — |
| Reactant | (R)-benzyl 3-amino-4-(dimethylamino)butanoate dihydrochloride | HCID 46223507 | — |
| Reactant | HCID 58352734 | HCID 58352734 | — |
| Product | HCID 66875175 | HCID 66875175 | — |
Reaction Steps
The title compound, m/e=427.5 ([M+H]+), was produced in analogy with example 18, steps 1 to 4. Thus, benzenesulfinic acid sodium salt was alkylated in step 1 with 9-bromo-1-nonanol, leading to 9-benzenesulfonyl-nonan-1-ol, which was oxidized in step 2 to 9-benzenesulfonyl-nonanoic acid. This was coupled in step 3 with (R)-3-amino-4-dimethylamino-butyric acid benzyl ester dihydrochloride to produce (R)-3-(9-benzenesulfonyl-nonanoylamino)-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-653604d9e30541fca205b83d82c4c289 |
| Source note | uspto-grants-2013_01 |