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(2S,4R)-N-[(1S)-2-hydroxy-1-[(3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide → Lincomycin
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | (2S,4R)-N-[(1S)-2-hydroxy-1-[(3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide | HCID 9063 | — |
| 反応物 | Lincomycin Impurity 17 | HCID 3081983 | — |
| 生成物 | Lincomycin | HCID 3000540 | — |
反応手順
A crude crystalline lincomycin A preparation contained 20% of lincomycin B; the remaining solid material was primarily A. This starting material is used for twenty 18 g runs over two Prep PAK C18 cartridges eluted isocratically with (2:1) water-methanol. Pool cuts are made. The B rich pool is concentrated to an aqueous to which enough methanol is added to make a mobile phase; this is reinjected into the Prep 500. Rich eluent from the second hpplc is concentrated as before and rechromatographed a third time. Yield: 24 g of ~99% pure lincomycin B and ca. 125 g of highly pure lincomycin A. The entire isolation scheme is outlined in Chart 2.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04317903 |
| 出典データセット | uspto-grants-1982_03 |
| ORD ID | ord-8b7dd28d8fc8416380648e921b4d82a4 |
| 出典メモ | uspto-grants-1982_03 |