HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenyl]-3-((4R,5S,6R)-2,4,5-trihydroxy-6-hydroxymethyltetrahydropyran-3-yl)urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | (3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol hydrochloride | HCID 2723635 | — |
| Reactant | [4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenyl]-(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanamide | HCID 69511913 | — |
| Product | 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenyl]-3-((4R,5S,6R)-2,4,5-trihydroxy-6-hydroxymethyltetrahydropyran-3-yl)urea | HCID 69511384 | — |
Reaction Steps
254 mg (0.5 mmol) of 4-nitrophenyl [3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenyl]carbamate hydrochloride (intermediate 1, Example 6) were initially charged in 7 ml of abs. DMF and admixed at 0° C. with a suspension of 119 mg (0.55 mol) of D-glucosamine hydrochloride in 5 ml of abs. DMF. A similar procedure to the method described in Example 6 afforded, after chromatography on silica gel, 87 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07241775B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-3f50a4a9a7f34c668c624d662019906e |
| Source note | uspto-grants-2007_07 |