Methyl bromoacetate → HCID 57238497、化合物

HRID 848929ノート

反応式

HRID 848929 の反応式
Br.[C:2]([O:6][C:7]([CH2:9][N:10]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17][N:16]([CH2:22][C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:15][CH2:14][N:13]([CH2:30][C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])[CH2:12][CH2:11]1)=[O:8])([CH3:5])([CH3:4])[CH3:3].Br[CH2:39][C:40]([O:42][CH3:43])=[O:41]>C(#N)C>[C:2]([O:6][C:7]([CH2:9][N:10]1[CH2:21][CH2:20][N:19]([CH2:39][C:40]([O:42][CH3:43])=[O:41])[CH2:18][CH2:17][N:16]([CH2:22][C:23]([O:25][C:26]([CH3:27])([CH3:28])[CH3:29])=[O:24])[CH2:15][CH2:14][N:13]([CH2:30][C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])[CH2:12][CH2:11]1)=[O:8])([CH3:5])([CH3:3])[CH3:4]

参加物

4

反応物 2

HCID 60984Methyl bromoacetateHCID 21832608Tri-tert-butyl 2,2',2''-(1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate--hydrogen bromide (1/1)

生成物 1

HCID 57238497HCID 57238497、化合物収率 95%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

1,4,7-Tri-tertbutoxycarbonylmethyl-1,4,7,10-tetraazacyclododecane hydrobromide (25.0 g, 42 mmol) was slurried in acetonitrile and treated with TMG (70 mL). Methyl bromoacetate (6.5 g, 42 mmol) was added in one portion, and the mixture was refluxed for 3 hours. After stirring at ambient temperature for an additional 18 hours, the solvent and excess TMG were removed by rotary evaporation. The residue was dissolved in CHCl3, washed with water, and dried (Na2SO4). Evaporation of the solvent afforded the title product as a pale oil (23 g, 95%). 1H NMR (CDCl3): 1.4 (s, 27 H) , 2.8 (s, 16 H), 3.2 (s, 6 H), 3.4 (s 2 H), 3.6 (s, 3 H).

後処理

  1. additiontreated with TMG (70 mL)
  2. temperaturethe mixture was refluxed for 3 hours
  3. customthe solvent and excess TMG were removed by rotary evaporation
  4. dissolutionThe residue was dissolved in CHCl3
  5. washwashed with water
  6. dry with materialdried (Na2SO4)
  7. customEvaporation of the solvent

出典と根拠

ORDレコード
ord-fa29adbdc0ae47d1b2f9483f8aaf1629
出典データセット
uspto-grants-2000_01
特許番号
US06010681

反応ノート

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