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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1097652Erstellt: 23. Oktober 2026

Triphenylphosphine → Dibenzyl azodicarboxylate

https://huagongshe.com/de/reaction/1097652

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
EduktDibenzyl azodicarboxylateHCID 5387121—
Edukt7-Allyl-8-chloro-3-pentyl-1H-purine-2,6(3H,7H)-dioneHCID 59299557—
Edukt3-{3-[(4-Chlorophenyl)methyl]-1,2,4-oxadiazol-5-yl}-1-propanolHCID 66812939—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktDibenzyl azodicarboxylateHCID 5387121177,5%
Produkt8-Chloro-1-(3-{3-[(4-chlorophenyl)methyl]-1,2,4-oxadiazol-5-yl}propyl)-3-pentyl-3,7-dihydro-1H-purine-2,6-dioneHCID 59395525—

Reaktionsschritte

To a solution of 8-chloro-3-pentyl-7-(2-propen-1-yl)-3,7-dihydro-1H-purine-2,6-dione (0.10 g, 0.34 mmol), 3-{3-[(4-chlorophenyl)methyl]-1,2,4-oxadiazol-5-yl}-1-propanol (0.086 g, 0.34 mmol) and triphenylphosphine (0.186 g, 0.69 mmol) in THF (5 ml) was added dibenzylazodicarboxylate (0.204 g, 0.68 mmol) and the solution stirred for 18 h. The solution was then concentrated and the residues chromatographed over silica (20 g, SPE) eluting with DCM initially then DCM/Et2O mixtures to yield the title compound contaminated with dibenzylazodicarboxylate by-products (0.18 g). Material used crude in deprotection step.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08143264B2
Quelldatensatzuspto-grants-2012_03
ORD IDord-981292021ff24f748c5004279100e538
Quellennotizuspto-grants-2012_03