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Sodium Hydroxide → 7-[2-(2-Hydroxyethoxymethyl)thiazol-5-yl]-3,9-diazabicyclo[3.3.1]-non-6-ene-3,6,9-tricarboxylic acid 3,9-di-tert-butyl ester

HRID 1096844
ノート
印刷プレビュー

反応式

HRID 1096844 の反応式
[OH-].[Na+].C([O:5][C:6]([C:8]1[CH:9]2[N:26]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH:13]([CH2:14][C:15]=1[C:16]1[S:20][C:19]([CH2:21][O:22][CH2:23][CH2:24][OH:25])=[N:18][CH:17]=1)[CH2:12][N:11]([C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])[CH2:10]2)=[O:7])C>CCO>[C:37]([O:36][C:34]([N:11]1[CH2:10][CH:9]2[N:26]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH:13]([CH2:14][C:15]([C:16]3[S:20][C:19]([CH2:21][O:22][CH2:23][CH2:24][OH:25])=[N:18][CH:17]=3)=[C:8]2[C:6]([OH:7])=[O:5])[CH2:12]1)=[O:35])([CH3:38])([CH3:39])[CH3:40]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 866370647-[2-(2-Hydroxyethoxymethyl)thiazol-5-yl]-3,9-diazabicyclo[3.3.1]-non-6-ene-3,6,9-tricarboxylic acid 3,9-di-tert-butyl ester 6-ethyl ester

生成物 1

HCID 866370687-[2-(2-Hydroxyethoxymethyl)thiazol-5-yl]-3,9-diazabicyclo[3.3.1]-non-6-ene-3,6,9-tricarboxylic acid 3,9-di-tert-butyl ester収率 56%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
70 °C

実験手順

Aq. 1M NaOH (1.0 mL) was added to a sol. of the compound C5 (50 mg, 0.090 mmol) in EtOH (1.0 mL). The resulting mixture was stirred at 70° C. for 1 h, cooled to rt and the solvent removed in vacuo. The crude mixture was partitioned between Et2O and aq. sat. NH4Cl. The aq. layer was extracted once more with Et2O, then acidified to pH= 4-5, and extracted again with Et2O. The combined org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure to yield the title compound (26.4 mg, 56%), which was not further purified. LC-MS: tR=0.82 min, ES+: 526.41.

後処理

  1. temperaturecooled to rt
  2. customthe solvent removed in vacuo
  3. customThe crude mixture was partitioned between Et2O and aq. sat. NH4Cl
  4. extractionThe aq. layer was extracted once more with Et2O
  5. extractionextracted again with Et2O
  6. dry with materialextracts were dried over MgSO4
  7. filtrationfiltered
  8. customthe solvents were removed under reduced pressure

出典と根拠

ORDレコード
ord-ce56f1d0d28a4e2b96df3c93fecf2d8c
出典データセット
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08138340B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート