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Dicyclohexylcarbodiimide → N-[3-((N-benzyloxycarbonylalanyl)amino)-9,10,11-trimethoxy-6,7-dihydro-5H-dibenzo[a,c]cyclohepten-5-yl]acetamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dicyclohexylcarbodiimide | HCID 10868 | — |
| 反応物 | N-carbobenzyloxyalanine | HCID 736104 | — |
| 反応物 | N-[3-amino-9,10,11-trimethoxy-6,7-dihydro-5H-dibenzo[a,c]cyclohepten-5-yl]acetamide | HCID 21893886 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | N-[3-((N-benzyloxycarbonylalanyl)amino)-9,10,11-trimethoxy-6,7-dihydro-5H-dibenzo[a,c]cyclohepten-5-yl]acetamide | HCID 53986515 | 54.1% |
反応手順
A solution of N-benzyloxycarbonyl-(L)-alanine (63 mg, 0.28 mmol) in dichloromethane (4 ml) at −20° C. was treated with N-[3-amino-9,10,11-trimethoxy-6,7-dihydro-5H-dibenzo[a,c]cyclohepten-5-yl]acetamide (100 mg, 0.28 mmol), (V. Fernholz Justus Liebigs Ann., 1950, 568, 63–72), and 1,3-dicylcohexylcarbodiimide (134 mg, 0.31 mmol) and the solution stirred for 16 hours at ambient temperature. Solvent was evaporated under reduced pressure and the residue chromatographed on silica gel, eluting with ethyl acetate to give a white solid which was triturated with diethyl ether. The title compound (85 mg) was obtained as a white solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07135502B1 |
| 出典データセット | uspto-grants-2006_11 |
| ORD ID | ord-73a4526c274b4d4a8eba921e461652a5 |
| 出典メモ | uspto-grants-2006_11 |