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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 847637Generated: October 26, 2026

Picolinic acid → (2S,3R,4R,5S)-2,5-Di-(N-((2-pyridinyl)carbonyl)amino)-3,4-dihydroxy-1,6-diphenylhexane

https://huagongshe.com/reaction/847637

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPicolinic acidHCID 1018—
ReactantCarbodiimideHCID 160435—
Reactant(2S,3R,4R,5S)-2,5-diamino-3,4-dihydroxy-1,6-diphenylhexaneHCID 10990240—
SolventChloroformHCID 6212—
Product(2S,3R,4R,5S)-2,5-Di-(N-((2-pyridinyl)carbonyl)amino)-3,4-dihydroxy-1,6-diphenylhexaneHCID 22845614—

Reaction Steps

Picolinic acid was coupled to the resultant compound of Example 171 using the carbodiimide coupling procedure described in Example 55 to provide, after chromatography on silica gel using 5% methanol in chloroform, 58 mg (60%) of the desired compound (Rf 0.6, 10% methanol in chloroform) as a white solid, m.p. 179°-184° C. Mass spectrum: (M+H)+ =511.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05142056
Source datasetuspto-grants-1992_08
ORD IDord-d234bc7101ac4fb9b45f5b13fe63eab2
Source noteuspto-grants-1992_08