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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 448608Erstellt: 25. Oktober 2026

Diisopropylethylamine → HCID 178496329, Verbindung

https://huagongshe.com/reaction/448608

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylethylamineHCID 81531—
Edukt4-Carboxy-1,2,3-triazoleHCID 140120—
EduktMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Edukt(2S,4R)-5-Biphenyl-4-yl-4-t-butoxycarbonylamino-2-hydroxymethyl-2-methyl-pentanoic acidHCID 68181022—
LösungsmittelHydrochloric AcidHCID 313—
LösungsmittelEthanolHCID 702—
LösungsmittelDimethylformamideHCID 6228—
Lösungsmittel1,4-DioxaneHCID 31275—
ProduktHCID 178496329HCID 178496329—

Reaktionsschritte

1,2,3-Triazole-4-carboxylic acid (49.7 mg, 439 μmol, 0.8 eq.), DIPEA (230 mL), and HATU (167 mg, 439 μmol, 0.8 eq.) were dissolved in DMF (0.5 mL) and stirred at room temperature for 5 minutes to yield the activated acid. (2S,4R)-5-Biphenyl-4-yl-4-t-butoxycarbonylamino-2-hydroxymethyl-2-methyl-pentanoic acid (218 mg, 527 μmol, 1.0 eq.) was dissolved in 4 M of HCl in dioxane (2 mL) and EtOH (4 mL). The mixture was stirred overnight at 70° C. The product was evaporated under vacuum and azeotroped with toluene, then combined with the activated acid. After 15 minutes, the reaction was quenched with AcOH and the product was purified by preparative HPLC and lyophilized to yield the title compound (40 mg). MS m/z [M+H]+ calc'd for C25H30N4O5, 467.22. found 467.4.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08481044B2
Quelldatensatzuspto-grants-2013_07
ORD IDord-0a4fed51586b442b81c01aa5cc2a0066
Quellennotizuspto-grants-2013_07