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Sodium Bicarbonate → HCID 57475688, 화합물

HRID 217994
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HRID 217994 반응식
COCCN(S(F)(F)[F:11])CCOC.[N+:14]([C:17]1[CH:18]=[CH:19][C:20]([F:43])=[C:21]([C@@:23]23[N:32]=[C:31]([NH:33][C:34](=[O:40])[O:35][C:36]([CH3:39])([CH3:38])[CH3:37])[S:30][CH2:29][C@@H:28]2[CH2:27][C@H:26]([CH2:41]O)[O:25][CH2:24]3)[CH:22]=1)([O-:16])=[O:15].NC1C=CC(F)=C([C@@]23N=C(NC(=O)OC(C)(C)C)SC[C@@H]2[C@@H](OC)COC3)C=1.C(=O)(O)[O-].[Na+]>ClCCl>[N+:14]([C:17]1[CH:18]=[CH:19][C:20]([F:43])=[C:21]([C@@:23]23[N:32]=[C:31]([NH:33][C:34](=[O:40])[O:35][C:36]([CH3:38])([CH3:39])[CH3:37])[S:30][CH2:29][C@@H:28]2[CH2:27][C@H:26]([CH2:41][F:11])[O:25][CH2:24]3)[CH:22]=1)([O-:16])=[O:15]
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참가 물질

6

반응물 4

HCID 516892Sodium BicarbonateHCID 2734690(Bis(2-methoxyethyl)amino)sulfur trifluorideHCID 59281190HCID 59281190, 화합물HCID 59281215HCID 59281215, 화합물

생성물 1

HCID 57475688HCID 57475688, 화합물

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

[Bis(2-methoxyethyl)amino]sulfur trifluoride (285 μl) was added dropwise to a solution of tert-butyl [(4aR,6R,8aS)-8a-(5-nitro-2-fluorophenyl)-6-hydroxymethyl-4,4a,5,6,8,8a-hexahydro-7-oxa-3-thia-1-azanaphthalen-2-yl]carbamate obtained in Preparation Example 13 (575 mg) in dichloromethane (55 ml) at −78° C. The mixture was stirred overnight with gradual heating to room temperature. A sodium bicarbonate solution was added to the reaction solution, and the aqueous layer was extracted with chloroform. The organic layer was dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by NH-silica gel column chromatography to obtain the title compound (240 mg).

후처리

  1. extractionthe aqueous layer was extracted with chloroform
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. customThe solvent was evaporated under reduced pressure
  4. customthe residue was purified by NH-silica gel column chromatography

출처 및 근거

ORD 기록
ord-00a68af702d8415a982ae1234d161e41
출처 데이터셋
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08198269B2

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