Water → HCID 69366184、化合物

HRID 397323ノート

反応式

HRID 397323 の反応式
[H-].[Na+].[C:3]([O:7][C:8](=[O:26])[NH:9][C@@H:10]([CH3:25])[CH2:11][C:12]1[C:20]2[CH:19]=[C:18]([OH:21])[CH:17]=[CH:16][C:15]=2[N:14]2[CH2:22][CH2:23][CH2:24][C:13]=12)([CH3:6])([CH3:5])[CH3:4].[CH3:27][O:28][C:29](=[O:32])[CH2:30]Br.O>CS(C)=O.C(OCC)(=O)C>[CH3:27][O:28][C:29](=[O:32])[CH2:30][O:21][C:18]1[CH:17]=[CH:16][C:15]2[N:14]3[CH2:22][CH2:23][CH2:24][C:13]3=[C:12]([CH2:11][C@@H:10]([NH:9][C:8]([O:7][C:3]([CH3:6])([CH3:4])[CH3:5])=[O:26])[CH3:25])[C:20]=2[CH:19]=1

参加物

7

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 60984Methyl bromoacetateHCID 69364305HCID 69364305、化合物

生成物 1

HCID 69366184HCID 69366184、化合物収率 89.8%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

0.42 g sodium hydride 55-65% in oil was added to a solution of 3.3 g (S)-[2-(6-hydroxy-2,3-dihydro-1H-3a-aza-cyclopenta[a]inden-8-yl)-1-methyl-ethyl]-carbamic acid tert-butyl ester in 30 mL dimethylsulfoxide and the mixture stirred at room temperature for 30 min. 1.68 g bromoacetic acid methyl ester was added to the resulting solution and the mixture stirred at room temperature for 2 h. The mixture was distributed between water and ethyl acetate. The phases separated and the organic phase was washed with water and brine, dried over magnesium sulfate and evaporated to dryness. The residue crystallised under hexane and was dried to constant weight to yield 3.61 g of (S)-[8-(2-tert-butoxycarbonylamino-propyl)-2,3-dihydro-1H-3a-aza-cyclopenta[a]inden-6-yloxy]-acetic acid methyl ester as off white crystals melting at 87-88° C.

後処理

  1. stirringthe mixture stirred at room temperature for 2 h
  2. customThe phases separated
  3. washthe organic phase was washed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated to dryness
  6. customThe residue crystallised under hexane
  7. customwas dried to constant weight

出典と根拠

ORDレコード
ord-179b7839532f4c1d96359418984a9368
出典データセット
uspto-grants-2003_08
特許番号
US06610685B2

反応ノート

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