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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 410470Generated: October 31, 2026

Sodium Sulfite → HCID 58456373, compound

https://huagongshe.com/reaction/410470

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium SulfiteHCID 24437—
ReactantN-bromobutanimideHCID 67184—
ReactantHCID 67257546HCID 67257546—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 58456373HCID 5845637394.7%

Reaction Conditions

Temperature40 °C

Reaction Steps

The product of Step 2 (14.5 g, 48.6 mmol) was dissolved in DMF (58 mL) and then treated with NBS (11.24 g, 63.2 mmol) and warmed to 40° C. for 3 hours. The reaction was quenched with Na2SO3 (3.0 g, 24.30 mmol) in H2O (50 mL) and the solution was then extracted with EtOAc (100 mL), washed with brine (50 mL) and then chromatographed on silica gel to afford tert-butyl (4R)-4-(5-bromo-1,3-thiazol-2-yl)-4-hydroxyazepane-1-carboxylate (18.3 g, 46 mmol). MS ESI: [M+H-tBu]+ m/z 320.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759366B2
Source datasetuspto-grants-2014_06
ORD IDord-0fdef05ede12409285b0ce6f9abb5b15
Source noteuspto-grants-2014_06