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HRID 382194作成日：2026年10月25日
(2S)-2-Amino-N,3,3-trimethylbutanamide → 3(S)-[1-(4'-cyanobiphenyl-4-yl)-1H-pyrrol-3-yl]-N-(2,2-dimethyl-1(S)-(methylcarbamoyl)propyl)succinamic acid benzyl ester
https://huagongshe.com/reaction/382194
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | (2S)-2-Amino-N,3,3-trimethylbutanamide | HCID 445856 | — |
| 反応物 | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| 反応物 | 3(R)-t-butoxycarbonylamino-N-(2,2-dimethyl-1(S)-methylcarbamoylpropyl)succinamic acid benzyl ester | HCID 53706532 | — |
| 反応物 | 2(S)-[1-(4'-cyanobiphenyl-4-yl)-1H-pyrrol-3-yl]succinic acid 4-benzyl ester | HCID 54032980 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 溶媒 | Dichloromethane methanol | HCID 21226129 | — |
| 溶媒 | Dichloromethane ethylacetate | HCID 21226138 | — |
| 生成物 | 3(S)-[1-(4'-cyanobiphenyl-4-yl)-1H-pyrrol-3-yl]-N-(2,2-dimethyl-1(S)-(methylcarbamoyl)propyl)succinamic acid benzyl ester | HCID 59932667 | 66% |
反応手順
According to the procedure described in Example 1(b) for the preparation of 3(R)-t-butoxycarbonylamino-N-(2, 2-dimethyl-1(S)-(methylcarbamoyl)propyl)succinamic acid benzyl ester, 2(S)-[1-(4′-cyanobiphenyl-4-yl)-1H-pyrrol-3-yl]succinic acid 4-benzyl ester and L-t-leucine N-methylamide (see Malon, P.; Pancoska, P.; Budesinsky, M.; Hlavacek, J.; Pospisek, J.; Blaha, K. Coll. Czech. Chem Commun. 1983, 48, 2844-2861) were coupled with TBTU. Successive flash column chromatography with 0-30% EtOAc/CH2Cl2 and 2-5% MeOH/CH2Cl2 gradient eluants, respectively, and radial chromatography with 0-40% EtOAc/hex gradient eluant furnished in 66% yield 3(S)-[1-(4′-cyanobiphenyl-4-yl)-1H-pyrrol-3-yl]-N-(2,2-dimethyl-1(S)-(methylcarbamoyl)propyl)succinamic acid benzyl ester as a crisp foam.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US06306892B1 |
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| 出典データセット | uspto-grants-2001_10 |
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| ORD ID | ord-fe003201bc4f47fca5ab4090f519be78 |
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| 出典メモ | uspto-grants-2001_10 |
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