Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Propylene Oxide | HCID 6378 | — |
| Reactant | Bromotrimethylsilane | HCID 76113 | — |
| Reactant | 5-Benzyloxy-4-diisopropylphosphonomethyl-2-formylamino-pent-3-enoic acid ethyl ester | HCID 54347440 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 53909772 | HCID 53909772 | — |
Reaction Steps
0.68 g (1.49 mmol) of 5-benzyloxy-4-diisopropylphosphonomethyl-2-formylamino-pent-3-enoic acid ethyl ester is dissolved in 10 ml of dichloromethane, and 0.8 ml (6 mmol) of trimethylbromosilane is added dropwise at room temperature. The mixture is left to stand at room temperature for 6 hours, 10 ml of ethanol are added dropwise, the mixture is left to stand for a further 18 hours and is concentrated by evaporation, the residue is dissolved in 5 ml of ethanol, and a mixture of ml of propylene oxide and 5 ml of ethanol is added dropwise. A suspension forms, which is stirred at room temperature for 2 hours and is then filtered with suction. Drying yields 2-amino-5-benzyloxy-4-phosphonomethyl-pent-3-enoic acid ethyl ester having a melting point of 218°-220° (decomp.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05488140 |
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| Source dataset | uspto-grants-1996_01 |
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| ORD ID | ord-5f87480ab3d44977b42e92b947373191 |
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| Source note | uspto-grants-1996_01 |
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