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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 603925Generated: October 26, 2026

3-Nitro-2-pyridinesulfenyl → tert-Butyl (4-{(2R,3R)-1-(4-chlorophenyl)-3-[(3-nitropyridin-2-yl)dithio]-4-oxoazetidin-2-yl}phenoxy)acetate

https://huagongshe.com/reaction/603925

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Nitro-2-pyridinesulfenylHCID 129283—
Reactanttert-Butyl (4-{(2R,3R)-1-(4-chlorophenyl)-3-[(4-methoxybenzyl)thio]-4-oxoazetidin-2-yl}phenoxy)acetateHCID 86643079—
SolventDichloromethaneHCID 6344—
Producttert-Butyl (4-{(2R,3R)-1-(4-chlorophenyl)-3-[(3-nitropyridin-2-yl)dithio]-4-oxoazetidin-2-yl}phenoxy)acetateHCID 86643081—

Reaction Conditions

Temperature0 °C

Reaction Steps

tert-Butyl (4-{(2R,3R)-1-(4-chlorophenyl)-3-[(4-methoxybenzyl)thio]-4-oxoazetidin-2-yl}phenoxy)acetate (Method 26) (0.9 g, 1.7 mmol) was dissolved in CH2Cl2 (50 mL) and given 0° C. under inert atmosphere. 3-Nitro-2-pyridinesulfenyl chloride (0.4 g, 2.0 mmol) was added and the mixture was stirred for 30 minutes at 0° C., then 30 minutes at room temperature. Concentration under reduced pressure and purification by flash-chromatography (Heptane:EtOAc 3:1 then 2:1) afforded the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07906502B2
Source datasetuspto-grants-2011_03
ORD IDord-95f8e9bde5f64a74806b22a189e6a725
Source noteuspto-grants-2011_03