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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1071011Generated: November 1, 2026

1,4-Bis(diphenylphosphino)butane → ({2-[({(3s,7r,8r,9s)-8-(Allyloxy)-7-benzyl-9-methyl-2,6-dioxo-1,5-dioxonan-3-yl}amino)carbonyl]-4-methoxypyridine-3-yl}oxy)methyl acetate

https://huagongshe.com/reaction/1071011

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-Bis(diphenylphosphino)butaneHCID 82124—
Reactant({2-[({(3S,7R,8R,9S)-7-benzyl-8-(hydroxy)-9-methyl-2,6-dioxo-1,5-dioxonan-3-yl}amino)carbonyl]-4-methoxypyridine-3-yl}oxy)methyl acetateHCID 69801412—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Product({2-[({(3s,7r,8r,9s)-8-(Allyloxy)-7-benzyl-9-methyl-2,6-dioxo-1,5-dioxonan-3-yl}amino)carbonyl]-4-methoxypyridine-3-yl}oxy)methyl acetateHCID 5998956668%

Reaction Steps

Compound 8 was prepared in 68% yield using Compound 3 (150 mg, 0.29 mmol) with dppb (12 mg, 0.03 mmol), Pd2dba3 (5.30 mg, 0.006 mmol) and ethyl methallylcarbonate (41 mg, 0.31 mmol). Purification by flash column chromatography on silica gel eluting with a mixture of hexane-acetone (1:1) gave a white foam: MS: (M+1)+=557, (M−1)+=555. Spectral data were consistent with the assigned structure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06903219B2
Source datasetuspto-grants-2005_06
ORD IDord-3f1afc5605e34e63adaf46e0a03ecde4
Source noteuspto-grants-2005_06