Ammonium Chloride → HCID 68907678, 화합물

HRID 546482노트

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HRID 546482 반응식
C[Li].[C:3]([O:7][C:8]([NH:10][C@H:11]1[CH2:16][C@H:15](C(OCC)=O)[CH2:14][CH2:13][C@H:12]1[NH:22][C:23]([C:25]1[NH:26][C:27]2[C:32]([CH:33]=1)=[CH:31][C:30]([Cl:34])=[CH:29][CH:28]=2)=[O:24])=[O:9])([CH3:6])([CH3:5])[CH3:4].[Cl-].[NH4+]>O1CCCC1>[C:3]([O:7][C:8]([NH:10][C@H:11]1[CH2:16][C@H:15]([C:3]([OH:7])([CH3:5])[CH3:4])[CH2:14][CH2:13][C@H:12]1[NH:22][C:23]([C:25]1[NH:26][C:27]2[C:32]([CH:33]=1)=[CH:31][C:30]([Cl:34])=[CH:29][CH:28]=2)=[O:24])=[O:9])([CH3:4])([CH3:5])[CH3:6]

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 67056493HCID 67056493, 화합물HCID 178418348HCID 178418348, 화합물

생성물 1

HCID 68907678HCID 68907678, 화합물수율 118.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Methyllithium (1.14N solution, 2.27 ml) was added to a tetrahydrofuran solution (10 ml) of (1R*,2S*,4R*)-N2-tert-butoxycarbonyl-N1-[(5-chloroindol-2-yl)carbonyl]-4-ethoxycarbonyl-1,2-cyclohexanediamine (200 mg) at −78° C., and the mixture was stirred for 1 hour and then 2 hours under ice cooling. An aqueous solution of ammonium chloride was added to the reaction mixture to extract the reaction mixture with chloroform, and the resultant organic layer was washed with saturated saline and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by column chromatography on silica gel (hexane:ethyl acetate=1:3) to obtain the title compound (115 mg) as a colorless solid.

후처리

  1. custom2 hours
  2. extractionto extract the reaction mixture with chloroform
  3. washthe resultant organic layer was washed with saturated saline
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationThe solvent was distilled off under reduced pressure
  6. customthe residue was purified by column chromatography on silica gel (hexane:ethyl acetate=1:3)

출처 및 근거

ORD 기록
ord-291db93d7f374011b2ab71f0d64a50f9
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07935824B2

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