Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 67441318 | HCID 67441318 | — |
| Solvent | Acetic acid--water (1/1) | HCID 21899381 | — |
| Product | HCID 86658579 | HCID 86658579 | 47.4% |
Reaction Steps
To a solution of acetal 263 (2.95 g, 5.61 mmol) in AcOH/H2O (20/20 mL) was added concentrated HCl (2 mL) and the reaction mixture was heated at 90° C. for 1 h. The reaction mixture was concentrated, diluted with water and 4M NaOH to pH 10 to form a precipitate that was collected by filtration, washed with water and dried under vacuum. The material was then purified by Biotage (SNAP 100 g cartridge; 2% of ammonium hydroxide in MeOH/DCM: 0/100 to 15/85, over 20 CV) to afford the title compound 264 (1.2 g, 2.66 mmol, 47% yield) as a brown solid. MS (m/z): 484.51 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08455484B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-194f599df1a749f69d8acd28d720f9de |
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| Source note | uspto-grants-2013_06 |
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