Water → (S)-2-[Benzyloxycarbonyl-(2-oxo-ethyl)-amino]-propionic acid methyl ester

HRID 1261828노트

반응식

HRID 1261828 반응식
[CH3:1][O:2][C:3](=[O:23])[C@@H:4]([N:6]([C:13]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:14])[CH2:7][CH:8](OC)[O:9]C)[CH3:5].C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1.O>CC(=O)CC>[CH3:1][O:2][C:3](=[O:23])[C@@H:4]([N:6]([C:13]([O:15][CH2:16][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)=[O:14])[CH2:7][CH:8]=[O:9])[CH3:5]

참가 물질

5

반응물 3

HCID 962WaterHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 67074039(S)-2-[Benzyloxycarbonyl-(2,2-dimethoxy-ethyl)-amino]-propionic acid methyl ester

생성물 1

HCID 86638111(S)-2-[Benzyloxycarbonyl-(2-oxo-ethyl)-amino]-propionic acid methyl ester수율 97%

시약·촉매·용매 1

HCID 6569Methyl Ethyl Ketone용매

실험 절차

A solution of (S)-2-[benzyloxycarbonyl-(2,2-dimethoxy-ethyl)-amino]-propionic acid methyl ester (2.94 g, 9.04 mmol) and pyridinium toluene-4-sulfonate (1.13 g, 4.52 mmol) in 2-butanone (30 mL) and water (8.6 mL, 54 mmol) was heated under reflux for 16 h, then the solution was partitioned between EtOAc and water. The organic layer was washed with brine, dried over magnesium sulfate, filtered, and evaporated to afford the title compound (2.45 g, 97%). Yellow oil, MS (ISP)=348.3 (M+Na)+.

후처리

  1. temperatureunder reflux for 16 h
  2. customthe solution was partitioned between EtOAc and water
  3. washThe organic layer was washed with brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated

출처 및 근거

ORD 기록
ord-7feb1caccd0c4c39bef30c63d994850e
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08471004B2

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