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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1889260Generated: October 27, 2026

Triphenylphosphine → 2-Methyl-2-{[1-(3-phenyl-butoxy)-naphthalene-2-carbonyl]-amino}-propionic acid methyl ester

https://huagongshe.com/reaction/1889260

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantBenzenepropanol, gamma-methyl-HCID 94243—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
Reactant2-[(1-Hydroxy-naphthalene-2-carbonyl)-amino]-2-methyl-propionic acid methyl esterHCID 66700972—
SolventTetrahydrofuranHCID 8028—
Product2-Methyl-2-{[1-(3-phenyl-butoxy)-naphthalene-2-carbonyl]-amino}-propionic acid methyl esterHCID 68842495—

Reaction Steps

At 0° C. to a solution of 80 mg of 2-[(1-hydroxy-naphthalene-2-carbonyl)-amino]-2-methyl-propionic acid methyl ester, 42 mg 3-phenyl-1-butanol and 73 mg triphenyl phosphine in 3 ml of dry THF 56 mg of diisopropylazodicarboxylate were added. After 2 h and again after 4 h at room temperature 36 mg of triphenylphosphine and 25 mg of diisopropylazodicarboxylate were added. After additional 12 h the reaction was concentrated in vacuo and after chromatography on silica (ethyl acetate/heptane) 110 mg of 2-methyl-2-{[1-(3-phenyl-butoxy)-naphthalene-2-carbonyl]-amino}-propionic acid methyl ester were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501981B2
Source datasetuspto-grants-2013_08
ORD IDord-c4a2eaa2e4964e3b8ed342f15eca4613
Source noteuspto-grants-2013_08