HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → benzhydryl 2-[4-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-4-(hydroxymethyl)-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Metam-sodium | HCID 5366415 | — |
| Reactant | benzhydryl 2-[4-[[(2Z)-2-[2-[(2-chloroacetyl)amino]-1,3-thiazol-4-yl]-2-methoxyiminoacetyl]amino]-4-(hydroxymethyl)-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylate | HCID 88594920 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | benzhydryl 2-[4-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-4-(hydroxymethyl)-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylate | HCID 88594853 | 76.1% |
Reaction Steps
In 3 ml of dimethylformamide was dissolved 170 mg of the Compound (9a) obtained as above. To the solution was added, under ice-cooling, 48 mg of sodium N-methyldithiocarbamate, and the mixture was stirred at room temperature for one hour. The reaction solution was poured into water, which was subjected to extraction with ethyl acetate. The ethyl acetate layer was washed with water, dried over anhydrous magnesium sulfate, then concentrated under reduced pressure. The concentrate was subjected to a silica-gel column chromatography, eluting with ethyl acetate - n-hexane (2:1) to give 115 mg of the above-titled Compound (9b).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04897489 |
| Source dataset | uspto-grants-1990_01 |
| ORD ID | ord-10d2685e73e940e0b388a0834851b0d8 |
| Source note | uspto-grants-1990_01 |