HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cysteamine → HCID 22592849, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cysteamine | HCID 6058 | — |
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyl 2,3-dibromopropanoate | HCID 545325 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 22592849 | HCID 22592849 | — |
Reaction Steps
Preferably, t-butyl 2,3-dibromopropionate prepared according to J. Perkin Trans I, p. 1321 (1973) is treated with 2-mercaptoethylamine and triethylamine in a suitable solvent, such as a mixture of chloroform and benzene, to provide t-butyl tetrahydro-2H-1,4-thiazine-3-carboxylate, which upon reaction with a compound of the formula V under suitable conditions, such as in the presence of triethylamine in dichloromethane solution at 25° C., provides compounds of the formula II-c. Oxidation of this material with a suitable oxidizer, such as sodium perborate or m-chloroperbenzoic acid, provides the corresponding sulfoxide, preferably as a single diastereomer.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05753653 |
| Source dataset | uspto-grants-1998_05 |
| ORD ID | ord-5f3e20ce42644712b981f5ff5c7e84b2 |
| Source note | uspto-grants-1998_05 |