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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 559326Generated: October 31, 2026

Triphenylphosphine → HCID 66999479, compound

https://huagongshe.com/reaction/559326

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
ReactantHCID 86626320HCID 86626320—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66999479HCID 6699947963%

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of but-3-enylcarbamoylmethyl-((R)-2-hydroxy-1-methyl ethyl)-carbamic acid tert-butyl ester (4.26 g, 14.9 mmol) in tetrahydrofuran (200 ml) was added dropwise at <10° C. to a mixture of triphenylphosphine (5.07 g, 19.3 mmol) and diisopropyl azodicarboxylate (3.91 g, 19.3 mmol), then the reaction mixture was heated at 60° C. for 2 h. After cooling and evaporation of volatile material, the residue was chromatographed (SiO2; heptane-ethyl acetate gradient) to afford the title compound (2.51 g, 63%). Yellow oil, MS (ISP)=269.3 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063042B2
Source datasetuspto-grants-2011_11
ORD IDord-d58d78c67f594c638bda16d7fde1b957
Source noteuspto-grants-2011_11