Borane;tetrahydrofuran → HCID 69303662、化合物

HRID 1793685ノート

反応式

HRID 1793685 の反応式
B1(C)OC(C2C=CC=CC=2)(C2C=CC=CC=2)[C@H]2N1CCC2.B.C1COCC1.[Cl:28][CH2:29][C:30]([C:32]1[CH:33]=[C:34]2[C:38](=[C:39]([Cl:41])[CH:40]=1)[NH:37][C:36](=[O:42])[CH2:35]2)=[O:31]>C1COCC1>[Cl:41][C:39]1[C:38]2[C:34](=[CH:35][C:36](=[O:42])[N:37]=2)[CH:33]=[C:32]([C@H:30]([OH:31])[CH2:29][Cl:28])[CH:40]=1

参加物

5

反応物 3

HCID 2723981Borane;tetrahydrofuran2 回HCID 2734713(3aS)-1-methyl-3,3-diphenyl-hexahydropyrrolo(1,2-c)(1,3,2)oxazaboroleHCID 220211197-Chloro-5-(2-chloroacetyl)-1,3-dihydro-2H-indol-2-one

生成物 1

HCID 69303662HCID 69303662、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of (S)-Methyl-CBS-oxazaborolidine (1M in toluene, 0.745 mL, 0.745 mmol) and BH3-THF (8 mL, 8 mmol) is added at the same time a solution of BH3-THF (19 mL, 19 mmol) and a solution of the 5-Chloroacetyl-7-chlorooxindole (37.98 mmol) in 19 mL of THF. Both solutions are added dropwise over 30 minutes. The solution is stirred for 1 hour and quenched with the slow addition of methanol (50 mL). The solution is concentrated and the residue chromatographed over a short silica gel column (1:1 hexane/ethyl acetate).

後処理

  1. additionBoth solutions are added dropwise over 30 minutes
  2. customquenched with the slow addition of methanol (50 mL)
  3. concentrationThe solution is concentrated
  4. customthe residue chromatographed over a short silica gel column (1:1 hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-388628bce0db46959552074fa18b9c22
出典データセット
uspto-grants-2006_07
特許番号
US07081454B2

反応ノート

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