HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 68726321, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Colchicine, N-deacetyl-, tartrate | HCID 34084 | — |
| Reactant | Glycinamide | HCID 69020 | — |
| Reactant | N-Hydroxysuccinimide | HCID 80170 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68726321 | HCID 68726321 | 28% |
Reaction Steps
To a solution of TMCA (2.82 g, 20 mmole) in dry CH2Cl2 (150 ml) were added N-hydroxysuccinimide (2.3 g, 20 mmole) and DMAPE-carbodiimide.HCl (3.92 g, 20 mmole). The substance obtained was stirred for 15 hours at room temperature. To this mixture was added (CH3CH2)3N (4.5 ml), glycinamide.Hcl (2.2 g. 20 mmole) and dry DMF (100 ml), and stirred for 24 hours at room temperature. The solvents were stripped off under reduced pressure. The residue was purified by chromatography (SiO2, CHCl3 :MeOH 97:3) followed by successive crystallization from CH2Cl2 :hexane and EtOAc:hexane, to afford 1.1 g (5.6 mmole, 28%) of a white crystalline solid, m.p.: 176° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05880157 |
| Source dataset | uspto-grants-1999_03 |
| ORD ID | ord-494e3d8f7445414da7c3d185b3534fc1 |
| Source note | uspto-grants-1999_03 |