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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1290697Generated: October 30, 2026

Cysteamine → HCID 22592849, compound

https://huagongshe.com/reaction/1290697

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCysteamineHCID 6058—
ReactantChloroformHCID 6212—
ReactantTriethylamineHCID 8471—
Reactanttert-Butyl 2,3-dibromopropanoateHCID 545325—
SolventBenzeneHCID 241—
ProductHCID 22592849HCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05753653
Source datasetuspto-grants-1998_05
ORD IDord-5f3e20ce42644712b981f5ff5c7e84b2
Source noteuspto-grants-1998_05