Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 86753679 | HCID 86753679 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 86753680 | HCID 86753680 | 77% |
Reaction Steps
Ethyl N-(N-(4-(4-morpholinoimidoyl)benzoyl)-β-ethyl-α,α-dimethyl-β-alanyl)-4-piperidineacetate (28 mg, 54.4 mmol) as prepared in Example 43 was dissolved in ethanol (10 ml). To the resulting solution was added a 4N aqueous solution of NaOH (3 ml) under cooling with ice and the mixture was stirred for 3 hours. The mixture was neutralized with acetic acid under cooling with ice. After the ethanol was distilled off, the residue was dissolved in water and purified with a high performance liquid chromatography (HPLC) [column: ODS 5C18 (μ bondasphere, φ 19×150 mm), mobile phase: (A) 0.1% TFA, (B) 100% CH3CN/0.1% TFA, gradient: (A):(B)=76:24-74:26, 6 minutes, flow rate: 17 ml/min]. The desired fractions were collected and lyophilized to yield the titled compound (20.3 mg, 77%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05866592 |
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| Source dataset | uspto-grants-1999_02 |
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| ORD ID | ord-fffe55db1ab8493fa5a5e247dcba2841 |
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| Source note | uspto-grants-1999_02 |
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