HCID 59849018、化合物 → HCID 86613530、化合物

HRID 2237731ノート

反応式

HRID 2237731 の反応式
[CH3:1][O:2][C:3]1[CH:26]=[CH:25][C:6]([CH2:7][C@H:8]([CH:22]([CH3:24])[CH3:23])[CH2:9][C@H:10]([NH:14][C:15](=[O:21])[O:16][C:17]([CH3:20])([CH3:19])[CH3:18])[C@@H:11]2[CH2:13][O:12]2)=[CH:5][C:4]=1[O:27][CH2:28][CH2:29][CH2:30][O:31][CH3:32]>C(O)(C)C.CN>[C:11]([CH2:10][NH:14][CH2:13][C@@H:11]([C@@H:10]([NH:14][C:15](=[O:21])[O:16][C:17]([CH3:19])([CH3:20])[CH3:18])[CH2:9][C@H:8]([CH2:7][C:6]1[CH:25]=[CH:26][C:3]([O:2][CH3:1])=[C:4]([O:27][CH2:28][CH2:29][CH2:30][O:31][CH3:32])[CH:5]=1)[CH:22]([CH3:23])[CH3:24])[OH:12])(=[O:12])[CH3:13]

参加物

4

反応物 1

HCID 59849018HCID 59849018、化合物

生成物 1

HCID 86613530HCID 86613530、化合物

試薬・触媒・溶媒 2

HCID 3776Isopropanol溶媒HCID 6329Methylamine溶媒

実験手順

A solution of 0.050 g of tert-butyl {3(S)-[4-methoxy-3-(3-methoxypropoxy)benzyl]-4-methyl-1(S)-(R)-oxiranylpentyl}carbamate (Example 1b) in 1.0 ml of isopropanol and 0.10 ml of methylamine is stirred at 60° C. over 2 hours. The reaction mixture is concentrated by evaporation to dryness. The residue is dissolved in 2 ml of dichloromethane, admixed successively with 0.017 ml of pyridine and 0.026 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 successively 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 slightly yellowish oil. Rf=0.13 (95:5 dichloromethane-methanol); Rt=4.47 (gradient I).

後処理

  1. concentrationThe reaction mixture is concentrated by evaporation to dryness
  2. dissolutionThe residue is dissolved in 2 ml of dichloromethane
  3. extractionextracted with tert-butyl methyl ether (2×)
  4. washThe combined organic phases are washed successively with 1M HCl, water and brine
  5. dry with materialdried over sodium sulphate
  6. concentrationconcentrated by evaporation

出典と根拠

ORDレコード
ord-c6bcffeee5b842d3877d6288cfb76264
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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