HuagongsheHuagongshe Chemistry Print Report · For research reference only
Decanal → HCID 11034987, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Decanal | HCID 8175 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| Reactant | Ethyl L-phenylalaninate hydrochloride | HCID 165085 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 11034987 | HCID 11034987 | 19% |
Reaction Steps
Synthesized according to the general procedure as described in Example 1a using L-phenyl alanine ethyl ester hydrochloride (1.0 gm, 4.35 mmol), THF (20 mL), MgSO4 (522 mg, 4.35 mmol), decanal (817 μL, 4.35 mmol), Et3N (606 μL, 4.35 mmol), sodium borohydride (330 mg, 8.7 mmol), and methanol (20 mL) to give 11n (270 mg, 19%) in FIG. 2. 1H NMR (500 MHz, CDCl3): δ 0.88 (3H, d, J=7.08 Hz), 1.14 (3H, t, J=7.32 Hz), 1.2-1.32 (14H, m), 1.34-1.5 (3H, m), 2.5-2.55 (1H, m), 2.52-2.6 (1H, m), 2.9 (1H, dd, J=7.56, 13.42 Hz), 2.97 (1H, dd, J=6.59, 13.42 Hz), 3.48 (1H, t, J=6.83 Hz), 4.08 (2H, q, J=7.32 Hz), 7.18 (2H, d, J=7.32 Hz), 7.22 (1H, d, J=0.73 Hz), 7.24-7.3 (2H, m). ESI-MS: 334.4 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08552208B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-f6a155bfa24a44f6a2083bfaec8a891a |
| Source note | uspto-grants-2013_10 |