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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1009977Generated: October 30, 2026

2-Nitrophenol → HCID 57831099, compound

https://huagongshe.com/reaction/1009977

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-NitrophenolHCID 6947—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
ReactantN-[(1,1-Dimethylethoxy)carbonyl]-L-homoserine cyclopentyl esterHCID 57699897—
SolventDichloromethaneHCID 6344—
ProductHCID 57831099HCID 57831099—

Reaction Steps

To a slurry of 4 nitrophenol (0.32 g, 2.3 mmol) in anhydrous DCM (100 ml) at 0° C. was added (S)-2-tert-butoxycarbonylamino-4-hydroxy-butyric acid cyclopentyl ester (1 g, 3.5 mmol) (Scheme 9) in DCM (100 ml), triphenyl phosphine (2.5 g, 9.5 mmol) followed by slow addition of DIAD (1.9 ml, 9.6 mmol). The reaction was allowed to warm to room temperature and stirred for 16 h. The solvent was removed and the crude material purified by column chromatography to furnish the desired product. (EtOAc:heptane, 1:9), (0.45 g, 48%). LCMS purity 97%, m/z 309 [M++H-boc]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07973181B2
Source datasetuspto-grants-2011_07
ORD IDord-e5c185c9434d4a56908aca968888c055
Source noteuspto-grants-2011_07