Dichloromethane → HCID 86613535, 화합물

HRID 2237737노트

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HRID 2237737 반응식
[NH2:1][CH2:2][C@@H:3]([C@@H:5]([NH:26][C:27](=[O:33])[O:28][C:29]([CH3:32])([CH3:31])[CH3:30])[CH2:6][C@H:7]([CH2:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[C:14]([O:20][CH2:21][CH2:22][CH2:23][O:24][CH3:25])[CH:13]=1)[CH:8]([CH3:10])[CH3:9])[OH:4].ClCCl.C(N(CC)CC)C.[C:44](Cl)(=[O:51])[C:45]1[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1>O>[C:44]([NH:1][CH2:2][C@@H:3]([C@@H:5]([NH:26][C:27](=[O:33])[O:28][C:29]([CH3:31])([CH3:30])[CH3:32])[CH2:6][C@H:7]([CH2:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[C:14]([O:20][CH2:21][CH2:22][CH2:23][O:24][CH3:25])[CH:13]=1)[CH:8]([CH3:10])[CH3:9])[OH:4])(=[O:51])[C:45]1[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1

참가 물질

6

반응물 4

HCID 6344DichloromethaneHCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 59588942HCID 59588942, 화합물

생성물 1

HCID 86613535HCID 86613535, 화합물

시약·촉매·용매 1

HCID 962Water용매

실험 절차

The solution of 0.025 g of tert-butyl {1(S)-(2-amino-1(S)-hydroxyethyl)-3(S)-[4-methoxy-3-(3-methoxypropoxy)benzyl]-4-methylpentyl}carbamate (Example 36b) and 0.8 ml of dichloromethane is admixed successively with 0.006 ml of triethylamine and 0.007 ml of benzoyl chloride and stirred at room temperature over 1 hour. The reaction solution is admixed with water and extracted with tert-butyl methyl ether (2×). The combined organic phases are washed successively with water and brine, dried over sodium sulphate and concentrated by evaporation. The title compound is obtained from the residue by means of flash chromatography (SiO2 60F) as a colourless oil. Rf=0.74 (200:20:1 dichloromethane-methanol-25% conc. ammonia); Rt=5.01 (gradient I).

후처리

  1. extractionextracted with tert-butyl methyl ether (2×)
  2. washThe combined organic phases are washed successively with water and brine
  3. dry with materialdried over sodium sulphate
  4. concentrationconcentrated by evaporation

출처 및 근거

ORD 기록
ord-fb4cd519319f4cf2ad6a8f3a2c2f8605
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07718675B2

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