Hydrochloric Acid → HCID 66661964、化合物

HRID 240232

反応式

HRID 240232 の反応式
C[O-].[Na+].[NH2:4][C@H:5]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH2:6][C:7]([OH:9])=[O:8].[O:16]1[CH:18]([CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[CH2:17]1.Cl>CO>[OH:16][CH:18]([CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[CH2:17][NH:4][C@H:5]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH2:6][C:7]([OH:9])=[O:8]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 178581,2-EpoxydodecaneHCID 686704(3S)-3-amino-3-phenylpropanoic acidHCID 10942334Sodium Methoxide

生成物 1

HCID 66661964HCID 66661964、化合物収率 87.9%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

27.01 g of sodium methoxide and 82.6 g of (S)-3-amino-3-phenylpropionic acid were dissolved in 800 ml of methanol. After adding 92 g of 1,2-epoxydodecane, the solution was stirred at room temperature for 20 h. Subsequently, the pH of the solution was adjusted to pH 6 with methanolic hydrochloric acid and the sodium chloride which crystallized out filtered off. After the methanol was distilled off, an oily residue remained, which crystallized in the course of stirring with 700 ml of acetone. This resulted in 153.4 g of colorless crystals. 1H NMR (DMSO) δ (ppm): 0.85 (t, 3H), 1.13-1.31 (m, 18H), 2.28/2.60/2.70/2.86 (m, 2H), 3.02 (m, 1H), 3.34 (m, 1H), 3.66-3.78 (m, 1H), 4.57 (m, 1H), 5.20/5.29 (s, br., 1H, OH), 7.42 (m, 3H), 7.60 (m, 2H), 9.40 (s, br., 2H, NH2+), 12.56 (s, 1H, CO2H)

後処理

  1. customthe sodium chloride which crystallized out
  2. filtrationfiltered off
  3. distillationAfter the methanol was distilled off
  4. customwhich crystallized in the course
  5. stirringof stirring with 700 ml of acetone

出典と根拠

ORDレコード
ord-301adbb9d4b9442e98ab170d47998e12
出典データセット
uspto-grants-2014_02
特許番号
US08647882B2

関連ノート

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