Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 90449655 | HCID 90449655 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 90449344 | HCID 90449344 | 101.8% |
Reaction Steps
1-(2-(Trimethylsilyl)ethyl) 1′-tert-butyl 5-((3,3-bis(ethoxycarbonyl)cyclobutyl)methyl)spiro[indoline-3,3′-pyrrolidine]-1,1′-dicarboxylate (20.8 mg, 0.033 mmol) was dissolved in ethanol (1 mL). Thereafter, an 8 N aqueous solution of sodium hydroxide (0.5 mL) was added to the above obtained solution under cooling on ice, and the thus obtained mixture was then stirred at room temperature for 4 hours. Thereafter, a 1 N aqueous solution of hydrochloric acid was added to the reaction solution, and the thus obtained mixture was neutralized and was then extracted with chloroform. The organic layer was washed with brine, and was then dried over anhydrous sodium sulfate, followed by concentration in vacuo, to obtain 3-((1′-(tert-butoxycarbonyl)-1-((2-(trimethylsilyl)ethoxy) carbonyl)spiro[indoline-3,3′-pyrrolidin]-5-yl)methyl)cyclobutane-1,1-dicarboxylic acid (19.3 mg, quant.) in the form of a colorless oily product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08921576B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-dba6377a777c4c17b1124df217b3ec0e |
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| Source note | uspto-grants-2014_12 |
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