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Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → 5-(Aminosulfonyl)-N1-{(1S,2R)-1-benzyl-2-hydroxy-3-[(3-methoxybenzyl)amino]propyl}-N3,N-dipropylisophthalamide

HRID 14016
ノート
印刷プレビュー

反応式

HRID 14016 の反応式
F[P-](F)(F)(F)(F)F.N1(OC(N(C)C)=[N+](C)C)[C:12]2N=CC=[CH:16][C:11]=2N=N1.[NH2:25][S:26]([C:29]1[CH:30]=[C:31]([CH:35]=[C:36]([C:38]([N:40](CCC)[CH2:41][CH2:42][CH3:43])=[O:39])[CH:37]=1)[C:32](O)=[O:33])(=[O:28])=[O:27].FC(F)(F)C(O)=O.[NH2:54][C@@H:55]([CH2:69][C:70]1[CH:75]=[C:74](F)[CH:73]=[C:72](F)[CH:71]=1)[C@H:56]([OH:68])[CH2:57][NH:58][CH2:59][C:60]1[CH:65]=[CH:64][CH:63]=[C:62]([O:66][CH3:67])[CH:61]=1>CN(C=O)C>[NH2:25][S:26]([C:29]1[CH:37]=[C:36]([C:38]([NH:40][CH2:41][CH2:42][CH3:43])=[O:39])[CH:35]=[C:31]([CH:30]=1)[C:32]([N:54]([C@@H:55]([CH2:69][C:70]1[CH:75]=[CH:74][CH:73]=[CH:72][CH:71]=1)[C@H:56]([OH:68])[CH2:57][NH:58][CH2:59][C:60]1[CH:65]=[CH:64][CH:63]=[C:62]([O:66][CH3:67])[CH:61]=1)[CH2:12][CH2:11][CH3:16])=[O:33])(=[O:27])=[O:28]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 225936363-(Aminosulfonyl)-5-[(dipropylamino)-carbonyl]benzoic acidHCID 69869154(2R,3S)-3-amino-4-(3,5-difluorophenyl)-1-[(3-methoxybenzyl)amino]-2-butanol Trifluoroacetate

生成物 1

HCID 686094725-(Aminosulfonyl)-N1-{(1S,2R)-1-benzyl-2-hydroxy-3-[(3-methoxybenzyl)amino]propyl}-N3,N-dipropylisophthalamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

O-(7-Azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (HATU, 0.0928 g, 0.244 mmol) is added to a mixture of, 3-(aminosulfonyl)-5-[(dipropylamino)-carbonyl]benzoic acid (XXXIX, PREPARATION 13, 0.0800 g, 0.244 mmol) and (2R,3S)-3-amino-1-[(3-methoxybenzyl)-amino]-4-phenyl-2-butanol (VIII, EXAMPLE 175, 0.0732 g, 0.244 mmol) in dry DMF (3 mL). The mixture is stirred for 18 hours at 20-25 degrees, and then partitioned between ethyl acetate and water. The organic phase is separated and washed with saline, dried over anhydrous sodium sulfate, filtered and concentrated. The concentrate is column chouromatographed (silica gel; methanol/dichloromethane, 5/95) to give the title compound, MS (ESI+) for C32H42N4O6S m/z (M+H)+=611.5; HRMS (FAB) calculated for C32H42N4O6S+H1=611.2903, found=611.2904.

後処理

  1. custompartitioned between ethyl acetate and water
  2. customThe organic phase is separated
  3. washwashed with saline
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-2d691c486e5f482f8d7621d302a39d0f
出典データセット
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07727997B2

反応ノート

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