HuagongsheHuagongshe Chemistry Print Report · For research reference only
Serinol → HCID 68874607, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Serinol | HCID 68294 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 68845447 | HCID 68845447 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 68874607 | HCID 68874607 | 88.8% |
Reaction Steps
2-[3-(2-Carboxyvinyl)benzylamino]-1-(β-D-ribofuranosyl)-1H-benzimidazole (50 mg), 2-amino-1,3-propanediol (21 mg), 1-hydroxybenzotriazole (36 mg) and triethylamine (41 μL) were suspended in tetrahydrofuran (2 mL). To the mixture was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (45 mg), and the mixture was stirred for 17 hours. The solvent was removed under reduced pressure, and the obtained residue was purified by preparative reverse phase column chromatography (Shiseido CAPSELL PAC C18UG80, 5 μm, 20×50 mm, flow rate 30 mL/minutes linear gradient, water/methanol=70/30-10/90) to give the title compound (52 mg)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07547680B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-b60dd1ae78154eb18cfae9f1d9401c14 |
| Source note | uspto-grants-2009_06 |