HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 131725243, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HOAt | HCID 181649 | — |
| Reactant | (3S)-2-((tert-butoxy)carbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid | HCID 664088 | — |
| Reactant | HCID 131725242 | HCID 131725242 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 131725243 | HCID 131725243 | 39.1% |
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-{4-[2-(3-methyl-2-oxo(4-imidazolinyl))-phenyl]piperidyl}-2-oxoethyl)(tert-butoxy)carboxamide (Step b) (0.237 g, 0.44 mmol) and satd anhydrous HCl in EtOAc, followed by Boc-L-TicOH (Advanced ChemTech) (0.123 g, 0.44 mmol), HOAT (Aldrich) (0.06 g, 0.44 mmol), TEA (Aldrich) (0.06 mL, 0.44 mmol) and EDC (Advanced ChemTech) (0.126 g, 0.66 mmol) in DMF (10 mL). Purification by silica gel chromatography (EtOAc then 1:9 MeOH:EtOAc) provided the title compound as a pale yellow foam (0.12 g). MS (ESI, pos. ion) m/z: 698 (M+1). Calc'd for C39H44ClN5O5: 697.30.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06977264B2 |
| Source dataset | uspto-grants-2005_12 |
| ORD ID | ord-d6006ddf5df342e58215e3d3a5cf5a57 |
| Source note | uspto-grants-2005_12 |