2-({2-[Bis(carboxymethyl)amino]-3-(4-nitrophenyl)propyl}({2-[bis(carboxymethyl)amino]ethyl})amino)acetic acid → 2-[[3-(4-Aminophenyl)-2-[bis(carboxymethyl)amino]propyl]-[2-[bis(carboxymethyl)amino]ethyl]amino]acetic acid

HRID 62581노트

반응식

HRID 62581 반응식
[C:1]([CH2:4][N:5]([CH2:34][C:35]([OH:37])=[O:36])[CH:6]([CH2:24][C:25]1[CH:30]=[CH:29][C:28]([N+:31]([O-])=O)=[CH:27][CH:26]=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]>O.[Pd]>[NH2:31][C:28]1[CH:29]=[CH:30][C:25]([CH2:24][CH:6]([N:5]([CH2:4][C:1]([OH:3])=[O:2])[CH2:34][C:35]([OH:37])=[O:36])[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:26][CH:27]=1

참가 물질

4

반응물 1

HCID 103488702-({2-[Bis(carboxymethyl)amino]-3-(4-nitrophenyl)propyl}({2-[bis(carboxymethyl)amino]ethyl})amino)acetic acid

생성물 1

HCID 1315962-[[3-(4-Aminophenyl)-2-[bis(carboxymethyl)amino]propyl]-[2-[bis(carboxymethyl)amino]ethyl]amino]acetic acid수율 119.9%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 962Water용매

실험 절차

To a solution of 5a (32 mg, 0.0502 mmol) in H2O (9 mL) at room temperature was added 10% Pd/C (13 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 H2O. The filtrate was concentrated to provide 6a (30 mg, 93%) as a yellowish solid. 1H NMR (D2O, 300 MHz) δ 2.43-4.25 (m, 22H), 7.21 (s, 4H).

후처리

  1. filtrationThe resulting mixture was filtered via celite bed
  2. washwashed thoroughly with H2O
  3. concentrationThe filtrate was concentrated

출처 및 근거

ORD 기록
ord-61924f1d97a049a38e70581243f5d27b
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09446995B2

반응 노트

불러오는 중…