Borane;tetrahydrofuran → HCID 69303662, 화합물

HRID 1793685노트

반응식

HRID 1793685 반응식
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

참가 물질

5

반응물 3

HCID 2723981Borane;tetrahydrofuran2회HCID 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

생성물 1

HCID 69303662HCID 69303662, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-388628bce0db46959552074fa18b9c22
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07081454B2

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