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

HRID 62579ノート

反応式

HRID 62579 の反応式
C([O:5][C:6](=[O:57])[CH2:7][N:8]([CH2:49][C:50](=[O:56])[O:51]C(C)(C)C)[CH:9]([CH2:39][C:40]1[CH:45]=[CH:44][C:43]([N+:46]([O-:48])=[O:47])=[CH:42][CH:41]=1)[CH2:10][N:11]([CH2:20][CH2:21][N:22]([CH2:31][C:32]([O:34]C(C)(C)C)=[O:33])[CH2:23][C:24](=[O:30])[O:25]C(C)(C)C)[CH2:12][C:13]([O:15]C(C)(C)C)=[O:14])(C)(C)C.Cl.CCOCC>O1CCOCC1>[C:6]([CH2:7][N:8]([CH2:49][C:50]([OH:56])=[O:51])[CH:9]([CH2:39][C:40]1[CH:45]=[CH:44][C:43]([N+:46]([O-:48])=[O:47])=[CH:42][CH:41]=1)[CH2:10][N:11]([CH2:20][CH2:21][N:22]([CH2:23][C:24]([OH:30])=[O:25])[CH2:31][C:32]([OH:34])=[O:33])[CH2:12][C:13]([OH:15])=[O:14])([OH:57])=[O:5]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 86702649Tert-butyl 2-[(2-{bis[2-(tert-butoxy)-2-oxoethyl]amino}-3-(4-nitrophenyl)propyl)(2-{bis[2-(tert-butoxy)-2-oxoethyl]amino}ethyl)amino]acetate

生成物 1

HCID 103488702-({2-[Bis(carboxymethyl)amino]-3-(4-nitrophenyl)propyl}({2-[bis(carboxymethyl)amino]ethyl})amino)acetic acid収率 122.5%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

To a flask containing compound 4a (50 mg, 0.0618 mmol) at 0-5° C. was added dropwise 4M HCl (g) in 1,4-dioxane (3 mL) over 10 min. The resulting mixture was gradually warmed to room temperature and continuously stirred for 40 h. Ether (20 mL) was added to the reaction mixture which was then stirred for 10 min. The resulting precipitate was filtered and washed with ether. The solid product was quickly dissolved in deionized water. The aqueous solution was concentrated in vacuo to provide 5a (40 mg, 100%) as an off-white solid. 1H NMR (D2O, 300 MHz) δ 2.63-2.82 (m, 1H), 2.96-3.40 (m, 7H), 3.40-4.05 (m, 11H), 7.39 (d, J=8.1 Hz, 2H), 8.09 (d, J=7.8 Hz, 2H); 13C NMR (D2O, 300 MHz) δ 32.7 (t), 50.2 (t), 50.7 (t), 52.5 (t), 54.0 (t), 54.9 (t), 55.3 (t), 61.1 (d), 124.1 (d), 130.3 (d), 144.5 (s), 146.8 (s), 170.4 (s), 170.9 (s), 173.5 (s).

後処理

  1. stirringwas then stirred for 10 min
  2. filtrationThe resulting precipitate was filtered
  3. washwashed with ether
  4. dissolutionThe solid product was quickly dissolved in deionized water
  5. concentrationThe aqueous solution was concentrated in vacuo

出典と根拠

ORDレコード
ord-a86ecf14b0224eaab1f6786e454b9436
出典データセット
uspto-grants-2016_09
特許番号
US09446995B2

反応ノート

読み込み中…