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

HRID 62579노트

반응식

HRID 62579 반응식
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]

참가 물질

5

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-a86ecf14b0224eaab1f6786e454b9436
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09446995B2

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