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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2230622Generated: October 30, 2026

Triphenylphosphine → HCID 18464547, compound

https://huagongshe.com/reaction/2230622

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiethyl azodicarboxylateHCID 5462977—
Reactant1-t-butoxycarbonyl-4-(1-(2-hydroxyethyl)-1H-benzimidazol-2-yl)[1,4]diazepaneHCID 18464804—
ReactantHCID 178418441HCID 178418441—
SolventTetrahydrofuranHCID 8028—
SolventEthyl acetate hexaneHCID 21226206—
ProductHCID 18464547HCID 18464547—

Reaction Steps

Combine 1-(t-butoxycarbonyl)-4-(1-(2-hydroxyethyl)-1H-benzimidazol-2-yl)[1,4]diazepane (1.0 g, 2.77 mmol), triphenylphosphine (0.73 g, 2.78 mmol), and tetrazole (0.24 g, 3.38 mmol) in tetrahydrofuran (25 mL). Add a solution of diethylazodicarboxylate (0.59 g, 3.38 mmol) in tetrahydrofuran (1 mL). After 12 hours, concentrate in vacuo to give a residue. Chromatograph the residue on silica gel eluting with 1/1 ethyl acetate/hexane to give 1-(t-butoxycarbonyl)-4-(1-(2-(1H-tetrazol-1-yl)ethyl)-1H-benzimidazol-2-yl)[1,4]diazepane: Rf=0.57 (silica gel, 1/1 hexane/ethyl acetate).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06423704B1
Source datasetuspto-grants-2002_07
ORD IDord-ff5d1ebeebbc4911bc46732ad7fa6ef1
Source noteuspto-grants-2002_07