Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloroacetone | HCID 6571 | — |
| Reactant | HCID 14856644 | HCID 14856644 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 14856645 | HCID 14856645 | 88% |
Reaction Steps
A mixture of 1.85 g (5.63 mmol) of (4 RS, 5 R) 1,3-dibenzyl-2-oxo-5-mercaptomethylimidazolidin-4-ol (prepared according to Example 2) and 7.0 ml of THF is treated at 0°-5° C. with 0.855 g (1.18 ml, 8.45 mmol) of TEA and 0.547 g (0.47 ml, 5.91 mmol) of chloroacetone. The mixture is stirred at 0° C. for 2 hours and then at room temperature for 2 hours. The precipitate is filtered off and the solvent is removed by distillation. After flash chromatography, 1.956 g (90% of theory) of (4 RS, 5 R)-1,3-dibenzyl-2-oxo-5-(4-oxo-2-thiapentyl)imidazolidin-4-ol, Rf =0.24 (EtOAc/hexane 3:2) are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05250699 |
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| Source dataset | uspto-grants-1993_10 |
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| ORD ID | ord-403b5ad7034046b8bf812eb141f1b669 |
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| Source note | uspto-grants-1993_10 |
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