HuagongsheHuagongshe Chemistry Print Report · For research reference only
Furfural → HCID 68941260, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Furfural | HCID 7362 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | Isoleucine methyl ester hydrochloride | HCID 11171351 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68941260 | HCID 68941260 | 71% |
Reaction Steps
Synthesized according to the general procedure as described in Example 1a using L-isoleucine methyl ester hydrochloride (2.5 gm, 1 equiv), THF (30 mL), MgSO4 (2.8 gm, 1.7 equiv), 2-furaldehyde (2.27 mL, 2 equiv), and Et3N (1.91 mL, 1 equiv), sodium borohydride (1.04 gm, 2 equiv), and methanol (40 mL) to give 11p (2.2 gm, 71%) in FIG. 2. 1H NMR (500 MHz, CDCl3): δ 0.86-0.92 (6H, m), 1.16-1.26 (1H, m), 1.48-1.58 (1H, m), 1.68-1.74 (1H, m), 1.78-1.98 (1H, bs), 3.16 (1H, d, J=5.85 Hz), 3.67 (1H, d, J=14.15 Hz), 3.71 (3H, s), 3.82 (1H, d, J=14.4 Hz), 6.19 (1H, d, J=3.17 Hz), 6.32 (1H, d, J=2.68 Hz), 7.37 (1H, d, J=1.95 Hz). ESI-MS: 248.1 (M+23).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08552208B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-b7f01ee0cbe042538bacdbfc59d320ee |
| Source note | uspto-grants-2013_10 |