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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1372586Generated: November 1, 2026

Phenol → HCID 10710901, compound

https://huagongshe.com/reaction/1372586

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
ReactantN-Boc-cis-4-hydroxy-L-proline methyl esterHCID 10752873—
SolventTetrahydrofuranHCID 8028—
ProductHCID 10710901HCID 1071090186%

Reaction Steps

DIAD (4.13 ml, 21.0 mmol) was added to a solution of methyl (2S,4S)-1-tert-butoxycarbonyl-4-hydroxy-2-pyrrolidinylcarboxylate (4.69 g, 19.1 mmol), phenol (1.98 g, 21.0 mmol) and triphenylphosphine (5.51 g, 21.0 mmol) in THF (80 ml) under stirring at room temperature in a nitrogen gas stream. The reaction mixture was stirred overnight at room temperature. The residue obtained by concentrating the reaction mixture under reduced pressure was purified by chromatography on a silica gel column (silica gel: 700 g), whereby from chloroform/ethyl acetate (10/1) eluate fractions, the title compound (5.31 mg, 86%) was obtained as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07157487B2
Source datasetuspto-grants-2007_01
ORD IDord-12788d22f7ce4e2984a339aef37ff8c2
Source noteuspto-grants-2007_01