関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| 反応物 | O-benzyl-N-((tert-butoxy)carbonyl)-L-tyrosine | HCID 98763 | — |
| 反応物 | Proline benzyl ester hydrochloride | HCID 2733413 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | BOC-Tyr(Bzl)-Pro-OBzl | HCID 131715373 | 96.1% |
反応手順
A solution of 10.00 g of BOC-Tyr(Bzl)-OH dissolved in 50 ml of dichloromethane was mixed with 6.53 g of H-Pro-OBzl.HCl. To this mixture, under cooling at -5° C., 4.93 ml of WSC was added, followed by stirring at -5° C. for one hour and at room temperature overnight. The reaction mixture was concentrated under reduced pressure, the residue was mixed by shaking with ethyl acetate and 1N hydrochloric acid and separated into liquid layers. The ethyl acetate layer was washed successively twice with 1N hydrochloric acid, twice with saturated aqueous sodium chloride, three times with 5% aqueous sodium hydrogen carbonate and twice with saturated aqueous sodium chloride, dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain 14.46 g (yield: 96.1%) of BOC-Tyr(Bzl)-Pro-OBzl as oily product. Rf1 =0.71.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US04703106 |
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| 出典データセット | uspto-grants-1987_10 |
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| ORD ID | ord-e1afc80ba44c4e7496a5518c27e63786 |
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| 出典メモ | uspto-grants-1987_10 |
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