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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1426365Generated: November 2, 2026

Triphenylphosphine → HCID 69673273, compound

https://huagongshe.com/reaction/1426365

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
ReactantTert-butyl 4-hydroxypiperidine-1-carboxylateHCID 643502—
ReactantHCID 178499535HCID 178499535—
SolventTetrahydrofuranHCID 8028—
ProductHCID 69673273HCID 69673273—

Reaction Steps

To tert-butyl 4-hydroxypiperidine-1-carboxylate (213 mg, 1.06 mmol, Aldrich) in tetrahydrofuran (2.0 mL) was added Triphenylphosphine (0.284 g, 1.08 mmol), followed by diisopropyl azodicarboxylate (0.215 mL, 1.09 mmol). After 10 minutes, methyl [6-hydroxy-2-(trifluoromethyl)pyrimidin-4-yl]acetate (0.20 g, 0.85 mmol, from Step 1) was added. The reaction was stirred for 1 hour and solvent was removed in vacuo. Flash chromatography on a 40 g silica gel cartridge, eluting with a gradient from 0-20%) EtOAc in hexanes afforded product as a viscous oil (127 mg, 25%). LCMS (M+H)+: 420.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08933085B2
Source datasetuspto-grants-2015_01
ORD IDord-640b07e38e2349bbb4be34727b68c310
Source noteuspto-grants-2015_01