HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 58218982, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Lipoic acid | HCID 6112 | — |
| Reactant | Methyl 5-amino-2-hydroxybenzoate | HCID 135127 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58218982 | HCID 58218982 | 61.2% |
Reaction Steps
Methyl 5-amino-2-hydroxybenzoate (500 mg, 2.99 mmol) was taken up in DMF (15 mL) along with (R)-α-lipoic acid (TCI, 618 mg, 2.99 mmol) and EDC (630 mg, 3.3 mmol). The resulting reaction mixture was stirred at room temperature for 18 h and then diluted with EtOAc (60 mL). The organic layer was washed with water (3×10 mL), brine, dried (Na2SO4) and concentrated under reduced pressure. Purification by chromatography (95% CH2Cl2, 5% MeOH) afforded 650 mg of (S)-methyl 5-(5-(1,2-dithiolan-3-yl)pentanamido)-2-hydroxybenzoate (61%). Mass calculated for C16H21NO4S2=355.09. found: [M+H]+=356.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946451B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-bd4c6a675b8b44ba90c013a6b1324d78 |
| Source note | uspto-grants-2015_02 |