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| | 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile Basic information |
| | 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile Chemical Properties |
| | 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile Usage And Synthesis |
| Chemical Properties | White to off-white microcrystalline powder | | Uses | Widely used for protection of amino groups in peptide synthesis and multi-step organic synthesis of small molecules. | | Synthesis Reference(s) | Organic Syntheses, Coll. Vol. 6, p. 199, 1988
Tetrahedron Letters, 16, p. 4393, 1975 DOI: 10.1016/S0040-4039(00)91133-X | | Purification Methods | Triturate the solid with 90% aqueous MeOH, filter, wash with 90% aqueous MeOH and dry it in a vacuum. Recrystallise it from MeOH (needles or plates), but use warm MeOH and cool to crystallise; do not boil as it decomposes slowly. IR has max 1785 (C=O) cm-1 and NMR (CDCl3) usually shows two tert-butyl singlets for syn and anti isomers. Store it in a brown bottle (fridge). It evolves CO2 at room temperature (stoppered bottle can explode!), but can be stored over silica gel which may extend its useful life to more than a year. [Itoh et al. Org Synth 59 95 1980.] |
| | 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile Preparation Products And Raw materials |
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