Hydrochloric Acid → HCID 66661964, 화합물

HRID 240232

반응식

HRID 240232 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

HCID 66661964HCID 66661964, 화합물수율 87.9%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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)

후처리

  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

출처 및 근거

ORD 기록
ord-301adbb9d4b9442e98ab170d47998e12
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08647882B2

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