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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1009976Generated: October 30, 2026

3-Nitrophenol → HCID 66618596, compound

https://huagongshe.com/reaction/1009976

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-NitrophenolHCID 11137—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
ReactantN-[(1,1-Dimethylethoxy)carbonyl]-L-homoserine cyclopentyl esterHCID 57699897—
SolventDichloromethaneHCID 6344—
ProductHCID 66618596HCID 66618596—

Reaction Steps

To a slurry of 3-nitrophenol (1.2 g, 8.4 mmol) in anhydrous DCM (60 ml) at 0° C. was added (S)-2-tert-butoxycarbonylamino-4-hydroxy-butyric acid cyclopentyl ester (2 g, 7 mmol) (see Scheme 9) in DCM (10 ml), triphenyl phosphine (7.5 g, 28.7 mmol) followed by slow addition of DIAD (5.8 g, 28.7 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. (EtOAc:heptane, 1:9), (1.6 g, 56%). LCMS purity 95%, m/z 309 [M++H-boc]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07973181B2
Source datasetuspto-grants-2011_07
ORD IDord-bbae6b2445d543179971120f0a3a8389
Source noteuspto-grants-2011_07