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Hydrochloric Acid → HCID 43405688, 화합물

HRID 1517513
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HRID 1517513 반응식
[NH2:1][CH:2]([C:5]([OH:7])=[O:6])[CH2:3][OH:4].Cl.[CH2:9](N(CC)CC)C.[CH3:16][O:17][C:18]1[CH:23]=[CH:22][C:21]([CH2:24][C:25](Cl)=[O:26])=[CH:20][CH:19]=1>ClCCl>[CH3:9][O:6][C:5](=[O:7])[CH:2]([NH:1][C:25](=[O:26])[CH2:24][C:21]1[CH:22]=[CH:23][C:18]([O:17][CH3:16])=[CH:19][CH:20]=1)[CH2:3][OH:4]
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6

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HCID 313Hydrochloric AcidHCID 617DL-SerineHCID 8471TriethylamineHCID 27346884-Methoxyphenylacetyl chloride

생성물 1

HCID 43405688HCID 43405688, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
25 °C

실험 절차

to a suspension of DL-Serine.HCl (2.0 g, 12.8 mmol) in dichloromethane (10 mL) at 0° C. were added dropwise triethylamine (3.58 mL, 25.7 mmol) and (4-methoxyphenyl)-acetyl chloride (1.96 mL, 12.8 mmol). The mixture was stirred at 25° C. for 12 hours. The reaction mixture was washed with a saturated aqueous sodium chloride solution, separated, and evaporated to dryness and purified by column chromatography (hexanes:ethyl acetate from 25 to 100%). 3-Hydroxy-2-[2-(4-methoxy-phenyl)-acetylamino]-propionic acid methyl ester was isolated as a white solid (2 g, 58%). ESI-MS m/z calc. 267.3, found 268.2 (M+1)+. Retention time of 1.83 minutes. 1H NMR (400 MHz, CDCl3) δ 3.64 (s, 2H), 3.78 (s, 3H), 3.83 (s, 3H), 3.93 (qd, J=14.6 and 4.0 Hz, 2H), 4.66 (m, 1H), 6.40 (m, 1H) 7.01 (d, J=8.7 Hz, 2H), 7.23 (d, J=8.7 Hz, 2H).

후처리

  1. washThe reaction mixture was washed with a saturated aqueous sodium chloride solution
  2. customseparated
  3. customevaporated to dryness
  4. custompurified by column chromatography (hexanes:ethyl acetate from 25 to 100%)

출처 및 근거

ORD 기록
ord-63f81902443241ea981d02f82a278dc5
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08232302B2

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