HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 24808002, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| Reactant | (1,1'-Biphenyl)-2-carboxaldehyde | HCID 121052 | — |
| Reactant | Leucine methyl ester hydrochloride | HCID 2723695 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 24808002 | HCID 24808002 | 44% |
Reaction Steps
Synthesized according to the general procedure as described in Example 1a using L-leucine methyl ester hydrochloride (1.0 gm, 5.5 mmol), THF (25 mL), MgSO4 (1.12 gm, 9.35 mmol), biphenyl carboxaldehyde (2.0 g, 11.0 mmol), Et3N (767 μL, 5.5 mmol), sodium borohydride (417 mg, 11.0 mmol), and methanol (20 mL) to give 11k (750 mg, 44%) in FIG. 2. 1H NMR (500 MHz, CDCl3): δ 0.86 (3H, d, J=6.59 Hz), 0.92 (3H d, J=6.59 Hz), 1.49 (2H, dt, J=3.17, 7.07 Hz), 1.7-1.76 (1H, bs), 1.8 (1H, heptet), 3.33 (1H, t, J=7.56 Hz), 3.65 (1H, d, J=12.93 Hz), 3.72 (3H, s), 3.85 (1H, d, J=13.18 Hz), 7.32 (1H, t, J=7.56 Hz), 7.38-7.42 (4H, m), 7.54 (2H, d, J=7.81 Hz), 7.58 (2H, d, J=7.32 Hz). ESI-MS: 312.4 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08552208B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-591d6951ac464a6cab67cdb8984c05ab |
| Source note | uspto-grants-2013_10 |