HuagongsheHuagongshe Chemistry Print Report · For research reference only
Decanal → HCID 24807838, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Decanal | HCID 8175 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| Reactant | Methyl valinate hydrochloride | HCID 111190 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 24807838 | HCID 24807838 | 50.5% |
Reaction Steps
Synthesized according to the general procedure as described in Example 1a using L-valine methyl ester hydrochloride (1.5 gm, 8.9 mmol), THF (25 mL), MgSO4 (1.81 gm, 15.13 mmol), decanal (3.36 mL, 17.89 mmol), Et3N (1.24 mL, 8.9 mmol), sodium borohydride (677 mg, 17.89 mmol), and methanol (25 mL) to give 11i (1.22 gm, 50%) in FIG. 2. 1H NMR (500 MHz, CDCl3): δ 0.87 (3H, t, J=7.07 Hz), 0.92 (3H, d, J=7.37 Hz), 0.94 (3H, d, J=6.83 Hz), 1.2-1.5 (17H, m), 1.88 (1H, sextet), 2.37-2.44 (1H, m), 2.5-2.8 (1H, m), 2.97 (1H, d, J=6.34 Hz), 3.74 (3H, s). ESI-MS: 294.3 (M+23).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08552208B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-55917af02211406d9370d6dfb08eb543 |
| Source note | uspto-grants-2013_10 |