HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 69153176, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HOAt | HCID 181649 | — |
| Reactant | (3S)-2-((tert-butoxy)carbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid | HCID 664088 | — |
| Reactant | HCID 69141554 | HCID 69141554 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 69153176 | HCID 69153176 | 57.2% |
Reaction Steps
The title compound was prepared according to the procedure described in Example 1 (Step f) using (2R)-2-amino-3-{4chlorophenyl)-1-(4-[2-(hydroxyethyl)phenyl]-piperidyl}-propan-1-one hydrochloride (Step e) (846 mg, 2.0 mmol), DIEA (0.40 mL, 2.0 mmol), Boc-L-TicOH (Bachem Company) (544 mg, 2.8 mmol), HOAT (Aldrich) (382 mg, 2.8 mmol) and EDC (Aldrich) (544 mg, 2.84 mmol) in DMF (10 mL). Purification by silica gel chromatography (100% EtOAc) provided the title compound as a white foam (739 mg). MS (EST, pos. ion) m/z: 646 (M+1); MS (ESI, neg. ion) m/z: 644 (M−1). Calc'd for C37H44ClN3O5: 645.30.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06977264B2 |
| Source dataset | uspto-grants-2005_12 |
| ORD ID | ord-bea80a2bd19f41bb9882515e2773efab |
| Source note | uspto-grants-2005_12 |