HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl mercaptan → HCID 68993960, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl mercaptan | HCID 7509 | — |
| Reactant | 1-Octanol, 8-bromo- | HCID 162607 | — |
| Reactant | (R)-benzyl 3-amino-4-(dimethylamino)butanoate dihydrochloride | HCID 46223507 | — |
| Reactant | HCID 66874848 | HCID 66874848 | — |
| Reactant | HCID 66875121 | HCID 66875121 | — |
| Reactant | HCID 68994214 | HCID 68994214 | — |
| Product | HCID 68993960 | HCID 68993960 | — |
Reaction Steps
The title compound, m/e=427.4 ([M+H]+), was produced in analogy with example 59, steps 1 to 5. Thus, phenyl-methanethiol was alkylated in step 1 with 8-bromo-1-octanol, leading to 8-benzylsulfanyl-octan-1-ol, which was oxidized in step 2 to 8-phenylmethanesulfonyl-octan-1-ol. This was oxidized in step 3 to 8-phenylmethanesulfonyl-octanoic acid, then coupled in step 4 with (R)-3-amino-4-dimethylamino-butyric acid benzyl ester dihydrochloride to produce (R)-4-dimethylamino-3-(8-(phenylmethanesulfonyl)-octanoylamino)-butyric acid benzyl ester, which was hydrogenated in step 5.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08344027B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-a241412f80c64b569df781a70266e74b |
| Source note | uspto-grants-2013_01 |