HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → Tert-butyl 4-fluoro-3-[[[n-(benzyloxycarbonyl)glycinyl]methylamino]methyl]benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | Benzyloxycarbonylglycine | HCID 14349 | — |
| Reactant | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Reactant | Tert-butyl 4-fluoro-3-(methylaminomethyl)benzoate | HCID 11791275 | — |
| Solvent | dichloromethane N,N-dimethylformamide | HCID 22350042 | — |
| Product | Tert-butyl 4-fluoro-3-[[[n-(benzyloxycarbonyl)glycinyl]methylamino]methyl]benzoate | HCID 57047363 | 101% |
Reaction Steps
According to the procedure of Preparation 4(c), except using tert-butyl 4-fluoro-3-(methylaminomethyl)benzoate (4.00 g, 16.7 mmole), N-(benzyloxycarbonyl)glycine (3.50 g, 16.7 mmole), HOBt H2O (2.3 g, 17 mmole), DCC (2.4 g, 11.6 mmole), and 1:1 DMF/CH2Cl2 (100 mL), the title compound (7.26 g, 100%) was prepared as a thick yellow oil following flash chromatography on silica gel (30% EtOAc/hexanes): MS (ES) m/e 431.02 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06503903B1 |
| Source dataset | uspto-grants-2003_01 |
| ORD ID | ord-e17970b51dd340f0854b0eba1267a9aa |
| Source note | uspto-grants-2003_01 |