Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Chlorotriethylsilane | HCID 13819 | — |
| Reactant | HCID 59370738 | HCID 59370738 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59370731 | HCID 59370731 | — |
Reaction Steps
(R)-2-(Benzyl(2-(benzyloxy)ethyl)amino)-1-(3-nitrophenyl)ethanol (30.371 g) which can be prepared according to the method described in Reference example 57, etc. and imidazole (6.1318 g; manufactured by Tokyo Chemical Industry, Co., Ltd.) were dissolved in dehydrated DMF (150 mL), added with chlorotriethylsilane (15.1 mL; manufactured by Shin-Etsu Chemical Co., Ltd.), followed by stirring overnight at room temperature. The reaction solution was poured to water and extracted twice with ethyl acetate. The organic layer was washed twice with water and once with brine and dried over magnesium sulfate. After concentrating under reduced pressure, the residue was purified by column chromatography (“COLUMN-A”; n-hexane:ethyl acetate=100:0→87:13) to obtain the title compound (36.655 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08304443B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-bfd9e5dac0434cf1a9497db90984818c |
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| Source note | uspto-grants-2012_11 |
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