Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethane, 2-bromo-1,1-diethoxy- | HCID 74852 | — |
| Reactant | L-Phenylalanine, 1,1-dimethylethyl ester, hydrochloride (1:1) | HCID 11459563 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 10806881 | HCID 10806881 | 65.1% |
Reaction Steps
A mixture of 2.58 g of L-phenylalanine t-butyl ester hydrochloride, 2.76 g of potassium carbonate, 0.1 g of sodium iodide, 2.2 g of 2-bromo-1,1-diethoxyethane and 30 ml of N,N-dimethylformamide was stirred for 24 hours at 100° C. The reaction mixture was poured into ice-water, which was subjected to extraction with hexane. The organic layer was washed with water, dried over anhydrous magnesium sulfate, then concentrated under reduced pressure. The concentrate was purified by means of a silica gel column chromatography (eluent: ethyl acetate-hexane=1:4→1:2) to afford 2.2 g of the title compound as a pale yellow oily product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05294713 |
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| Source dataset | uspto-grants-1994_03 |
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| ORD ID | ord-81c89115c77e4bb392832e4888b8bc47 |
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| Source note | uspto-grants-1994_03 |
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