HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
N-Methyl-D-glucamine → 5-{[5-(Adamantan-1-yloxymethyl)-2-cyclooctyl-1H-imidazole-4-carbonyl]-amino}-2-methyl-benzoic Acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | N-Methyl-D-glucamine | HCID 8567 | — |
| Edukt | Cyclooctanone | HCID 10403 | — |
| Edukt | Cyclohexanecarboxaldehyde | HCID 16275 | — |
| Edukt | Cyclooctanecarbaldehyde | HCID 81190 | — |
| Edukt | Benzyl 3-aminobenzoate | HCID 15428374 | — |
| Edukt | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Edukt | 5-Amino-2-methyl-benzoic acid benzyl ester | HCID 53837338 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 5-{[5-(Adamantan-1-yloxymethyl)-2-cyclooctyl-1H-imidazole-4-carbonyl]-amino}-2-methyl-benzoic Acid | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06479531B1 |
| Quelldatensatz | uspto-grants-2002_11 |
| ORD ID | ord-c4d0f9fb473d44218978e06e588bb61d |
| Quellennotiz | uspto-grants-2002_11 |