Water → HCID 86613531、化合物

HRID 2237732ノート

反応式

HRID 2237732 の反応式
[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].N1C=CC=CC=1.[C:40](OC(=O)C)(=[O:42])[CH3:41].O>ClCCl>[C:40]([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:42])[CH3:41]

参加物

6

反応物 4

HCID 962WaterHCID 1049PyridineHCID 7918Acetic AnhydrideHCID 59588942HCID 59588942、化合物

生成物 1

HCID 86613531HCID 86613531、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

The solution of 0.040 g of tert-butyl {1(S)-(2-amino-1(S)-hydroxyethyl)-3(S)-[4-methoxy-3-(3-methoxypropoxy)benzyl]-4-methylpentyl}carbamate in 2 ml of dichloromethane is admixed successively with 0.007 ml of pyridine and 0.011 ml of acetic anhydride 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 with 1M HCl, 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=0.37 (200:20:1 dichloromethane-methanol-25% conc. ammonia); Rt=17.25 (gradient II).

後処理

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

出典と根拠

ORDレコード
ord-35e5681758ff424ab140801b5676a29d
出典データセット
uspto-grants-2010_05
特許番号
US07718675B2

反応ノート

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