HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 131725245, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | (3S)-2-((tert-butoxy)carbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid | HCID 664088 | — |
| Reactant | HCID 131725244 | HCID 131725244 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 131725245 | HCID 131725245 | 81.2% |
Reaction Steps
The title compound was prepared according to the procedure described in Example 10 (Step b) using N-((1R)-1-[(4-chlorophenyl)methyl]-2 oxo-2-{4-[2-(2-oxo(4-imidazolinyl))phenyl]-piperidyl}ethyl)(tert butoxy)carboxamide (Step b) (0.283 g, 0.54 mmol) and satd anhydrous HCl in EtOAc, followed by Boc-L-TicOH (Advanced ChemTech) (0.18 g, 0.65 mmol), EDC (Advanced ChemTech) (0.155 g, 0.81 mmol), HOBT (Novabiochem) (0.073 g, 0.54 mmol) and TEA (Aldrich) (0.075 mL, 0.54 mmol) in CH2Cl2 (10 mL). Purification by silica gel chromatography (100% EtOAc then 1:9 MeOH:EtOAc) provided the title compound as a white foam (0.3 g). MS (ESI, pos. ion) m/z: 684 (M+1). Calc'd for C38H42ClN5O5: 683.29.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06977264B2 |
| Source dataset | uspto-grants-2005_12 |
| ORD ID | ord-91a992f35b63400bad1a6185adf5ea10 |
| Source note | uspto-grants-2005_12 |