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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → [(5S)-3-(5-{2-fluoro-4-[(5R)-2-oxo-5-(1H-1,2,3-triazol-1-ylmethyl)-1,3-oxazolidin-3-yl]phenyl}pyridin-2-yl)-4,5-dihydroisoxazol-5-yl]methyl 6-[(methoxycarbonyl)(methyl)amino]hexanoate

HRID 459053
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HRID 459053 반응식
[CH3:1][O:2][C:3]([N:5]([CH3:14])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]([OH:13])=[O:12])=[O:4].[F:15][C:16]1[CH:17]=[C:18]([N:35]2[CH2:39][C@H:38]([CH2:40][N:41]3[CH:45]=[CH:44][N:43]=[N:42]3)[O:37][C:36]2=[O:46])[CH:19]=[CH:20][C:21]=1[C:22]1[CH:23]=[N:24][C:25]([C:28]2[CH2:32][C@@H:31]([CH2:33]O)[O:30][N:29]=2)=[CH:26][CH:27]=1.Cl.CN(C)CCCN=C=NCC>CN(C)C1C=CN=CC=1.CN(C=O)C.C(OCC)(=O)C>[CH3:1][O:2][C:3]([N:5]([CH3:14])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]([O:13][CH2:33][C@H:31]1[O:30][N:29]=[C:28]([C:25]2[CH:26]=[CH:27][C:22]([C:21]3[CH:20]=[CH:19][C:18]([N:35]4[CH2:39][C@H:38]([CH2:40][N:41]5[CH:45]=[CH:44][N:43]=[N:42]5)[O:37][C:36]4=[O:46])=[CH:17][C:16]=3[F:15])=[CH:23][N:24]=2)[CH2:32]1)=[O:12])=[O:4]
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참가 물질

7

반응물 3

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 9932836(5R)-3-(3-Fluoro-4-{6-[(5S)-5-(hydroxymethyl)-4,5-dihydroisoxazol-3-yl]pyridin-3-yl}phenyl)-5-(1H-1,2,3-triazol-1-ylmethyl)-1,3-oxazolidin-2-oneHCID 184430226-[(Methoxycarbonyl)(methyl)amino]hexanoic acid

생성물 1

HCID 58758463[(5S)-3-(5-{2-fluoro-4-[(5R)-2-oxo-5-(1H-1,2,3-triazol-1-ylmethyl)-1,3-oxazolidin-3-yl]phenyl}pyridin-2-yl)-4,5-dihydroisoxazol-5-yl]methyl 6-[(methoxycarbonyl)(methyl)amino]hexanoate

시약·촉매·용매 3

HCID 142844-(Dimethylamino)pyridine촉매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

The carbamate prepared as above (0.37 g, 1.82 mmol), (5R)-3-(3-fluoro-4-{6-[(5S)-5-(hydroxymethyl)-4,5-dihydroisoxazol-3-yl]pyridin-3-yl}phenyl)-5-(1H-1,2,3-triazol-1-ylmethyl)-1,3-oxazolidin-2-one (Example 1: 0.2 g, 0.46 mmol), 4-dimethylaminopyridine (0.01 g, 0.08 mmol), and 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (0.19 g, 0.99 mmol) were combined in DMF (2 ml). The suspension was allowed to stir for 3.5 hours at room temperature resulting in a clear solution. The mixture was then diluted with ethyl acetate, washed with water, and dried over magnesium sulfate. The residue obtained upon filtration and evaporation was purified via chromatography (silica gel, 0.5 to 10% methanol in dichloromethane). Evaporation of the product containing fractions and trituration of the resulting solid with diethyl ether yielded the title compound as an off-white powder (0.225 g), melting point: 103° C.

후처리

  1. customresulting in a clear solution
  2. washwashed with water
  3. dry with materialdried over magnesium sulfate
  4. customThe residue obtained upon filtration and evaporation
  5. customwas purified via chromatography (silica gel, 0.5 to 10% methanol in dichloromethane)
  6. customEvaporation of the product
  7. additioncontaining fractions and trituration of the resulting solid with diethyl ether

출처 및 근거

ORD 기록
ord-4ad7e7dbceeb4493be58f07ca3b82a91
출처 데이터셋
uspto-grants-2007_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07192974B2

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