HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenylethanolamine → N-hydroxy-3-[3-(2-hydroxy-2-phenyl-ethyl)-ureido]-propionamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenylethanolamine | HCID 1000 | — |
| Reactant | 4-(aminomethyl)-N,N-dimethylaniline dihydrochloride | HCID 2734633 | — |
| Reactant | 4-Methylbenzene-1-sulfonic acid--benzyl beta-alaninate (1/1) | HCID 13502100 | — |
| Reactant | 4-[3-(4-Dimethylamino-benzyl)-ureido]-N-hydroxy-butyramide | HCID 57598161 | — |
| Product | N-hydroxy-3-[3-(2-hydroxy-2-phenyl-ethyl)-ureido]-propionamide | HCID 57598155 | — |
Reaction Steps
Compound 14 was prepared using the methodology described for the preparation of Compound 2, by substituting 4-amino-butyric acid benzyl ester toluene-4-sulfonic acid with 3-amino-propionic acid benzyl ester toluene-4-sulfonic acid and 4-dimethylaminobenzylamine dihydrochloride with 2-amino-1-phenyl-ethanol. 1H NMR (CD3OD) δ 7.40-7.22 (m, 5H), 4.69 (dd, J=7.8, 4.2 Hz, 1H), 3.41-3.34 (m, 3H), 3.22 (dd, J=13.8, 7.8 Hz, 1H), 2.25 (t, J=6.9 Hz, 2H). 13C NMR (CD3OD) δ 171.1, 161.3, 144.2, 129.5, 128.7, 127.3, 74.6, 48.9, 37.5, 34.7.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08067600B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-99d8e7d9a15244729de8356194b69546 |
| Source note | uspto-grants-2011_11 |