Caffeic Acid → n-(n'-Caffeoyl-l-tryptophanyl)dopamine

HRID 278848

反応式

HRID 278848 の反応式
C(O[C:6]([N:8]1[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:10]([CH2:11][C@@H:12]([C:14]([NH:16][CH2:17][CH2:18][C:19]2[CH:26]=[CH:25][C:23]([OH:24])=[C:21]([OH:22])[CH:20]=2)=[O:15])[NH2:13])=[CH:9]1)=[O:7])(C)(C)C.C(O)(=O)/[CH:34]=[CH:35]/[C:36]1[CH:43]=[CH:42][C:40]([OH:41])=[C:38]([OH:39])[CH:37]=1>>[C:6]([N:8]1[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:10]([CH2:11][C@@H:12]([C:14]([NH:16][CH2:17][CH2:18][C:19]2[CH:26]=[CH:25][C:23]([OH:24])=[C:21]([OH:22])[CH:20]=2)=[O:15])[NH2:13])=[CH:9]1)(=[O:7])/[CH:34]=[CH:35]/[C:36]1[CH:43]=[CH:42][C:40]([OH:41])=[C:38]([OH:39])[CH:37]=1

参加物

3

反応物 2

HCID 689043Caffeic AcidHCID 70168262N-(N'-tert-butoxycarbonyl-L-tryptophanyl)dopamine

生成物 1

HCID 131723151n-(n'-Caffeoyl-l-tryptophanyl)dopamine収率 63%

実験手順

The title compound was prepared from N-(N′-tert-butoxycarbonyl-L-tryptophanyl)dopamine obtained in step A of example no. 29 (1.3 g, 2.8 mmol) according to the indications of example 3, for 2 h. The crude intermediate was coupled with caffeic acid (770 mg, 4.3 mmol) according to the indications of example 4. The crude product was purified by flash chromatography using 30% AcOEt/CH2Cl2/1% AcOH and 5-10% MeOH/CH2Cl2/1% AcOH to yield the desired product (899 mg, 63%).

後処理

  1. customThe crude product was purified by flash chromatography

出典と根拠

ORDレコード
ord-0748650c0241478dbb4d1b7a037b4c42
出典データセット
uspto-grants-2002_03
特許番号
US06362165B1

関連ノート

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