Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Hydroxide | HCID 961 | — |
| Reactant | tert-butyl N-hydroxycarbamate | HCID 97534 | — |
| Reactant | HCID 178442503 | HCID 178442503 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178444181 | HCID 178444181 | 104.4% |
Reaction Steps
A stirred solution of t-butyl-N-hydroxycarbamate (0.25 g) in ethanol (10 ml) was treated with postassium hydroxide (0.10 g), then diethyl 3-bromo-3(1-trityl-1,2,4-triazol-3-yl)propane phosphonate (1.0 g, prepared as described in Example 29) added. The mixture was allowed to stand for twenty hours, poured into ice-water, neutralized with a little acetic acid and extracted with ethyl acetate. The extracts were washed with brine, dried over magnesium sulphate, and evaporated under reduced pressure to give crude diethyl 3-t-butoxycarbonylaminoxy-3(1-trityl-1,2,4-triazol-3-yl)propane phosphonate (1.14 g) as a colourless gum. NMR (CDCl3): δ 1.3(6H,t), 1.4(9H,s), 1.5-1.8(2H,m), 2.2-2.3(2H,m), 4.1(4H,m), 5.0(1H,t), 7.1(6H,m), 7.3(9H,m), 7.95(1H,s). M/S: M+ 620.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05393732 |
|---|
| Source dataset | uspto-grants-1995_02 |
|---|
| ORD ID | ord-a7c61cbc63524f1a811a53747fe1d324 |
|---|
| Source note | uspto-grants-1995_02 |
|---|