Potassium Carbonate → HCID 86654423, 화합물

HRID 2067855노트

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HRID 2067855 반응식
C([O:4][C:5]1([C@:9]2([C:29]([N:31]3[CH2:36][C@@H:35]4[CH2:37][C@H:32]3[CH2:33][N:34]4[C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])=[O:30])[CH2:13][CH2:12][C@@H:11]([N:14]([C:23](=[O:28])[C:24]([F:27])([F:26])[F:25])[C@@H:15]3[C@H:20]([O:21][CH3:22])[CH2:19][O:18][CH2:17][CH2:16]3)[CH2:10]2)[CH2:8][CH2:7][CH2:6]1)(=O)C.C(=O)([O-])[O-].[K+].[K+]>CO>[C:41]([O:40][C:38]([N:34]1[CH2:33][C@@H:32]2[CH2:37][C@H:35]1[CH2:36][N:31]2[C:29]([C@@:9]1([C:5]2([OH:4])[CH2:6][CH2:7][CH2:8]2)[CH2:13][CH2:12][C@@H:11]([N:14]([C:23](=[O:28])[C:24]([F:26])([F:27])[F:25])[C@@H:15]2[C@H:20]([O:21][CH3:22])[CH2:19][O:18][CH2:17][CH2:16]2)[CH2:10]1)=[O:30])=[O:39])([CH3:44])([CH3:42])[CH3:43]

참가 물질

4

반응물 2

HCID 11430Potassium CarbonateHCID 86654424HCID 86654424, 화합물

생성물 1

HCID 86654423HCID 86654423, 화합물수율 100%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A mixture of 1.43 g (2.26 mmol) of 3-{[(1R,3S)-3-[1-(acetyloxy)cyclobutyl]-3-{[(1S,4S)-5-(tert-butoxycarbonyl)-2,5-diazabicyclo[2.2.1]hept-2-yl]carbonyl}cyclopentyl](trifluoroacetyl)amino}-1,5-anhydro-2,3-dideoxy-4-O-methyl-D-erythro-pentitol and 1.60 g (11.6 mmol) of powdered potassium carbonate in 8 mL of methanol was stirred at ambient temperature for 18 h, then partitioned between dichloromethane and brine, with sufficient water to dissolve solids. The organic phase was dried (Na2SO4) and concentrated under reduced pressure. Flash chromatography of the residue on silica using acetate to provide 1.33 g (100%) of the title compound as a white foam. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 1.34-1.62 (m, 10H) 1.66-2.93 (m, 15H) 3.20-3.63 (m, 8H) 3.66-4.03 (m, 3H) 4.06-4.24 (m, 3H) 4.25-4.65 (m, 2H) 4.68-5.29 (m, 1H). TLC Rf 0.33 (EtOAc). LC-MS ES+ 590.3.

후처리

  1. custompartitioned between dichloromethane and brine, with sufficient water
  2. dissolutionto dissolve solids
  3. dry with materialThe organic phase was dried (Na2SO4)
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-f33aa79fc1a8464592835e847042bc52
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08293903B2

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