HCID 86608357、化合物 → N-(3-Sulfopropyl)-L-phenylalanine

HRID 239774ノート

反応式

HRID 239774 の反応式
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

参加物

3

反応物 1

HCID 86608357HCID 86608357、化合物

生成物 1

HCID 16036063N-(3-Sulfopropyl)-L-phenylalanine収率 84.3%

試薬・触媒・溶媒 1

HCID 14798Sodium Hydroxide溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-5e9c469b201f49d184212e5f19920cd2
出典データセット
uspto-grants-2014_02
特許番号
US08642801B2

反応ノート

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