2-({2-[Bis(carboxymethyl)amino]-5-(4-nitrophenyl)pentyl}({2-[bis(carboxymethyl)amino]ethyl})amino)acetic acid → 2-{[5-(4-Aminophenyl)-2-[bis(carboxymethyl)amino]pentyl] ({2-[bis(carboxymethyl)amino]ethyl})amino}acetic acid

HRID 62582ノート

反応式

HRID 62582 の反応式
[C:1]([CH2:4][N:5]([CH2:36][C:37]([OH:39])=[O:38])[CH:6]([CH2:24][CH2:25][CH2:26][C:27]1[CH:32]=[CH:31][C:30]([N+:33]([O-])=O)=[CH:29][CH:28]=1)[CH2:7][N:8]([CH2:13][CH2:14][N:15]([CH2:20][C:21]([OH:23])=[O:22])[CH2:16][C:17]([OH:19])=[O:18])[CH2:9][C:10]([OH:12])=[O:11])([OH:3])=[O:2]>C(O)C.[Pd]>[NH2:33][C:30]1[CH:31]=[CH:32][C:27]([CH2:26][CH2:25][CH2:24][CH:6]([N:5]([CH2:36][C:37]([OH:39])=[O:38])[CH2:4][C:1]([OH:3])=[O:2])[CH2:7][N:8]([CH2:13][CH2:14][N:15]([CH2:16][C:17]([OH:19])=[O:18])[CH2:20][C:21]([OH:23])=[O:22])[CH2:9][C:10]([OH:12])=[O:11])=[CH:28][CH:29]=1

参加物

4

反応物 1

HCID 867026502-({2-[Bis(carboxymethyl)amino]-5-(4-nitrophenyl)pentyl}({2-[bis(carboxymethyl)amino]ethyl})amino)acetic acid

生成物 1

HCID 867026522-{[5-(4-Aminophenyl)-2-[bis(carboxymethyl)amino]pentyl] ({2-[bis(carboxymethyl)amino]ethyl})amino}acetic acid収率 115.8%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

To a solution of 5b (36 mg, 0.0541 mmol) in ethanol (9 mL) at room temperature was added 10% Pd/C (10 mg) under Ar (g). The reaction mixture was placed under hydrogenation apparatus for 24 h. The resulting mixture was filtered via celite bed and washed thoroughly with methanol. The filtrate was concentrated to provide 6b (33 mg, 91%) as a yellowish solid. 1H NMR (D2O, 300 MHz) δ1.03-2.15 (m, 5H), 2.20-4.40 (m, 18H), 7.38 (s, 4H).

後処理

  1. filtrationThe resulting mixture was filtered via celite bed
  2. washwashed thoroughly with methanol
  3. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-5ab1ece0d7604449868ea32fa8a64e61
出典データセット
uspto-grants-2016_09
特許番号
US09446995B2

反応ノート

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