Triethylamine → m-PEG4-succinimidyl carbonate

HRID 511769

反応式

HRID 511769 の反応式
[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13]O.C1C(=O)N([O:22][C:23]([O:25][N:26]2[C:31](=[O:32])[CH2:30][CH2:29][C:27]2=[O:28])=[O:24])C(=O)C1.C(N(CC)CC)C.C(OCC)(=O)C.CO>C(#N)C>[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][O:22][C:23](=[O:24])[O:25][N:26]1[C:27](=[O:28])[CH2:29][CH2:30][C:31]1=[O:32]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 90263Tetraethylene glycol monomethyl etherHCID 676246Di(succinimido) carbonateHCID 21584119Ethylacetate methanol

生成物 1

HCID 59659904m-PEG4-succinimidyl carbonate収率 28%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

Tetraethylene glycol monomethyl ether (1.0 g, 4.8 mmol) and N,N′-disuccinimidyl carbonate (1.48 g, 5.8 mmol) were dissolved in acetonitrile (10 mL). Then triethylamine (1.0 mL, 7.2 mmol) was added and the reaction stirred overnight at room temperature. Crude reaction was evaporated to dryness, dissolved in sat. NaHCO3 (30 mL), washed ethyl acetate (2×30 mL), dried MgSO4, and evaporated to dryness. Column chromatography (Silica, ethyl acetate/MeOH, 20:1) afforded 1 a clear oil (0.462 g, 28% yield).

後処理

  1. customCrude reaction
  2. customwas evaporated to dryness
  3. dissolutiondissolved in sat. NaHCO3 (30 mL)
  4. washwashed ethyl acetate (2×30 mL), dried MgSO4
  5. customevaporated to dryness

出典と根拠

ORDレコード
ord-d44904000b754f9dbe46062d8ca134db
出典データセット
uspto-grants-2015_08
特許番号
US09101596B2

関連ノート

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