HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → HCID 70212806, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | L-Methionine, methyl ester, hydrochloride | HCID 11435579 | — |
| Reactant | HCID 66750451 | HCID 66750451 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 70212806 | HCID 70212806 | 91.2% |
Reaction Steps
Methyl 4-(N-(cyclohexylmethyl)aminoethyl)-2-(2-methylphenyl)benzoate hydrochloride (1.33 g, 3.31 mmol) was treated with sat. LiOH (1.3 mL, 6.95 mmol) in 50 mL methanol at 60° C. until no starting material remained by tlc. The solution was evaporated to dryness and treated with Met-OMe.HCl (0.99 g, 4.96 mmol), EDAC (1.26 g, 6.6 mmol), HOBt (1.5 g, 9.9 mmol), and TEA (to pH 6˜7) in 25 mL DMF. Standard aqueous workup followed by flash chromatography (100% EtOAc) provided 1.5 g of the title compound. MS m/e 497 (M−H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06310095B1 |
| Source dataset | uspto-grants-2001_10 |
| ORD ID | ord-bc87e74029594217aa83c912a6d68277 |
| Source note | uspto-grants-2001_10 |