HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → HCID 178453814, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 178472525 | HCID 178472525 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178453814 | HCID 178453814 | 67.4% |
Reaction Steps
Dissolve diethyl(1R,2S,4S,5R,6R)-2-[[-2-(tert-butoxycarbonylamino) acetyl]amino]-4-(4H-1,2,4-triazol-3-ylsulfanyl)bicyclo[3.1.0]hexane-2,6-dicarboxylate (0.420 g, 0.84 mmol) in tetrahydrofuran (7 mL) then add 2.5M lithium hydroxide (6.7 mL, 16.88 mmol). Stir the mixture at room temperature for 3.5 hours. Dilute the reaction mixture with water and wash with ethyl acetate. Discard the organic layer. Adjust the aqueous phase to pH=2 with 1N hydrochloric acid and extract with ethyl acetate. Dry the organic phase over magnesium sulfate, filter and concentrate to dryness to yield the title compound as a white solid (250 mg, 66%). MS (m/z): 442 (M+1), 464 (M+23).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09296710B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-1cc9cfdd69e0496980fe9093a3faabcf |
| Source note | uspto-grants-2016_03 |