HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 68854963, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Methoxybenzaldehyde | HCID 11569 | — |
| Reactant | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| Reactant | Leucine methyl ester hydrochloride | HCID 2723695 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68854963 | HCID 68854963 | 58.2% |
Reaction Steps
Synthesized according to the general procedure as described in Example 1a using L-leucine methyl ester hydrochloride (2 gm, 11.0 mmol), THF (30 mL), MgSO4 (2.24 gm, 18.7 mmol), m-anisaldehyde (2.67 mL, 22.0 mmol), Et3N (1.53 mL, 11.0 mmol), sodium borohydride (833 mg, 22.0 mmol), and methanol (40 mL) to give 11d (1.7 gm, 58%) in FIG. 2. 1H NMR (500 MHz, CD3OD): δ 0.86 (3H, d, J=6.59 Hz), 0.92 (3H, d, J=6.59 Hz), 1.5 (2H, dt, J=2.68, 7.32 Hz), 1.71 (1H, heptet), 3.3 (1H, t, J=7.32 Hz), 3.59 (1H, d, J=13.18 Hz), 3.72 (3H, s), 3.76 (1H, d, J=12.93 Hz), 3.8 (3H, s), 6.82 (1H, dd, J=2.44, 8.29 Hz), 6.89 (1H, d, J=7.56 Hz), 6.93, (1H, t, J=1.95 Hz), 7.23 (1H, t, J=7.81). ESI-MS: 288.2 (M+23).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08552208B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-1d6a08e2ca55404ca7768f91a3d6d2ce |
| Source note | uspto-grants-2013_10 |