HuagongsheHuagongshe Chemistry Print Report · For research reference only
Decanal → HCID 24808004, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Decanal | HCID 8175 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | D-Leucine Methyl Ester Hydrochloride | HCID 11600782 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 24808004 | HCID 24808004 | 40.3% |
Reaction Steps
Synthesized according to the general procedure as described in Example 1a using D-leucine methyl ester hydrochloride (1.5 gm, 8.25 mmol), THF (20 mL), MgSO4 (1.68 gm, 14.02 mmol), decanal (3.1 mL, 16.5 mmol), Et3N (1.15 mL, 8.25 mmol), sodium borohydride (624 mg, 16.5 mmol), and methanol (30 mL) to give 11o (950 mg, 40%) in FIG. 2. 1H NMR (500 MHz, CDCl3): δ 0.86-0.96 (9H, m), 1.2-1.34 (16H, m), 1.38-1.52 (4H, m), 1.69 (1H, heptet), 2.39-2.48 (1H, m), 2.5-2.58 (1H, m), 3.27 (1H, t, J=7.08 Hz), 3.71 (3H, s). ESI-MS: 308.1 (M+23).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08552208B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-b9daf381168548159291c742998cb173 |
| Source note | uspto-grants-2013_10 |