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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2171267Generated: November 1, 2026

Phthalimide → HCID 89666923, compound

https://huagongshe.com/reaction/2171267

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimideHCID 6809—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
ReactantHCID 89666915HCID 89666915—
SolventTetrahydrofuranHCID 8028—
ProductHCID 89666923HCID 8966692335.5%

Reaction Steps

Phthalimide (4.3 g), triphenylphosphine (9.6 g), and DIAD (19.2 ml) were added to a THF (40 ml) solution containing tert-butyl ((2S)-3-hydroxy-4-methylpentan-2-yl)carbamate (5.3 g) obtained in the 4th step, followed by stirring at room temperature for 16 hours. The solvent was distilled away under reduced pressure and the obtained residue was purified by silica gel chromatography (hexane:ethyl acetate=1:0 to 5:1). Yellow oily matter of tert-butyl ((2S,3R)-3-(1,3-dioxoisoindolin-2-yl)-4-methylpentan-2-yl)carbamate (3 g) was thus obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051310B2
Source datasetuspto-grants-2015_06
ORD IDord-d517ccf25c4d48c2911c19bed570fac3
Source noteuspto-grants-2015_06