HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 86599436, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sulfuryl chloride | HCID 24648 | — |
| Reactant | HCID 131727364 | HCID 131727364 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 86599436 | HCID 86599436 | — |
Reaction Steps
N-Trityl-D-threonine benzyl ester (2.5 g, 5.5 mmol), TEA (2.8 ml, 20 mmol) were dissolved in 100 ml of dry toluene at −50° C. A solution of sulfuryl chloride (800 ul, 8 mmol) in toluene (20 ml) was added in 15 min. The reaction was allowed to warm up to r.t. Ethylacetate (100 ml) was added and this was washed with sat. NaCl, dried over Na2SO4. The product was crystallized in MeOH (10 ml) to give benzyl N-trityl-3(S)-methylaziridine-2(R)-carboylate. NMR (500 MHz, CDCl3) δ: 1.37 (d, 3H), 1.64 (m, 1H), 1.95 (d, 1H), 5.15(d, J=12 Hz, 1H), 5.28(d, J=12 Hz, 1H), 7.19˜7.28 (m, 12H), 7.33˜7.36 (m, 1H), 7.36˜7.39 (m, 3H), 7.51˜7.54 (m, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07504425B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-13d30fe1be93481c9a591cd17820f840 |
| Source note | uspto-grants-2009_03 |