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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1018384Erstellt: 25. Oktober 2026

N-Methyl-D-glucamine → 5-{[5-(Adamantan-1-yloxymethyl)-2-cyclooctyl-1H-imidazole-4-carbonyl]-amino}-2-methyl-benzoic Acid

https://huagongshe.com/reaction/1018384

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN-Methyl-D-glucamineHCID 8567—
EduktCyclooctanoneHCID 10403—
EduktCyclohexanecarboxaldehydeHCID 16275—
EduktCyclooctanecarbaldehydeHCID 81190—
EduktBenzyl 3-aminobenzoateHCID 15428374—
Edukt1,4-Dioxane--water (1/1)HCID 21886435—
Edukt5-Amino-2-methyl-benzoic acid benzyl esterHCID 53837338—
LösungsmittelWaterHCID 962—
Produkt5-{[5-(Adamantan-1-yloxymethyl)-2-cyclooctyl-1H-imidazole-4-carbonyl]-amino}-2-methyl-benzoic AcidHCID 18405501—

Reaktionsschritte

The title compound was prepared according to the procedure of Example 216, with the modification that cyclooctanecarboxaldehyde (prepared from cyclooctanone according to the procedure given in Example 205, steps a and b) was used in step d instead of cyclohexanecarboxaldehyde and 5-amino-2-methyl-benzoic acid benzyl ester replaced 3-amino-benzoic acid benzyl ester in step f. 1H NMR (300 MHz, d6-DMSO) 12.40 (1H, br s), 12.10 (1H, br s), 9.55 (1H, br s), 8.29 (1H, s), 7.78 (1H, d), 7.20 (1H, d), 4.78 (2H, s), 2.96 (1H, m), 2.45 (3H, s), 2.10-1.53 (29H, m). The acid was converted to the N-methyl-D-glucamine salt and lyophilised from water/dioxan. Found: C, 61.55; H, 8.31; N, 7.60%; C38H58N4O9.1.5 H2O requires: C, 61.52; H, 8.28; N, 7.55%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06479531B1
Quelldatensatzuspto-grants-2002_11
ORD IDord-c4d0f9fb473d44218978e06e588bb61d
Quellennotizuspto-grants-2002_11