HCID 86608357, 화합물 → N-(3-Sulfopropyl)-L-phenylalanine

HRID 239774노트

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HRID 239774 반응식
C([O:3][C:4](=[O:21])[C@H:5]([CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[NH:6][CH2:7][CH2:8][CH2:9][S:10]([OH:13])(=[O:12])=[O:11])C>[OH-].[Na+]>[C:15]1([CH2:14][C@H:5]([NH:6][CH2:7][CH2:8][CH2:9][S:10]([OH:13])(=[O:11])=[O:12])[C:4]([OH:21])=[O:3])[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

참가 물질

3

반응물 1

HCID 86608357HCID 86608357, 화합물

생성물 1

HCID 16036063N-(3-Sulfopropyl)-L-phenylalanine수율 84.3%

시약·촉매·용매 1

HCID 14798Sodium Hydroxide용매

실험 절차

The N-(3-sulfo-propyl)-phenylalanine ethyl ester (DM-258-069, 860 mg, 2.7 mmol) was dissolved in 2N NaOH (1.2 g of NaOH and 15 mL of water). The reaction was stirred at room temperature overnight. Dowex Marathon C ion exchange resin (strongly acidic) was added to the solution. The suspension was stirred for 15 minutes before the resin was removed by filtration. The filtrate was evaporated under reduced pressure and lyophilized, affording the title compound (654 mg, 84%). 1H NMR (D2O, 500 MHz) δ ppm 7.20 (m, 5H), 3.96 (t, 1H, J=6.3 Hz), 3.11 (m, 4H), 2.80 (t, 2H, J=7.3 Hz), 1.95 (m, 2H). 13C (D2O, 125 MHz) δ ppm 171.46, 134.03, 129.50, 129.28, 128.10, 62.02, 47.97, 45.64, 35.23, 21.39. [α]D=+14.9° (c=0.0013 in water), ES-MS 286 (M−1).

후처리

  1. additionDowex Marathon C ion exchange resin (strongly acidic) was added to the solution
  2. stirringThe suspension was stirred for 15 minutes before the resin
  3. customwas removed by filtration
  4. customThe filtrate was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-5e9c469b201f49d184212e5f19920cd2
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642801B2

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