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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845323Generated: November 1, 2026

Triphenylphosphine → tert-Butyl 2-((2'-cyano-5-(methoxycarbonyl)-4'-methylbiphenyl-3-yloxy)methyl)morpholine-4-carboxylate

https://huagongshe.com/reaction/1845323

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactanttert-Butyl 2-(hydroxymethyl)morpholine-4-carboxylateHCID 5201202—
ReactantMethyl 2'-cyano-5-hydroxy-4'-methylbiphenyl-3-carboxylateHCID 58187996—
SolventDichloromethaneHCID 6344—
Producttert-Butyl 2-((2'-cyano-5-(methoxycarbonyl)-4'-methylbiphenyl-3-yloxy)methyl)morpholine-4-carboxylateHCID 58188290—

Reaction Steps

To a stirred solution of methyl 2′-cyano-5-hydroxy-4′-methylbiphenyl-3-carboxylate (150 mg, 0.56 mmol), triphenylphosphine (220 mg, 0.84 mmol), tert-butyl 2-(hydroxymethyl)morpholine-4-carboxylate (130 mg, 0.62 mmol) (Bioorg. Med. Chem. Lett. 2007, 17, 533) in CH2Cl2 (5 mL) at room temperature under nitrogen was slowly added a solution of diisopropyl azodicarboxylate (340 mg, 1.7 mmol) in CH2Cl2 (3 mL). The mixture was stirred at room temperature overnight, and then concentrated in vacuo. The residue was purified by flash chromatography to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946439B2
Source datasetuspto-grants-2015_02
ORD IDord-cb6b51220b6047c3b309654e813bb10d
Source noteuspto-grants-2015_02