3-Methyl-5-isoxazolecarboxylic acid → HCID 86759118、化合物

HRID 396726

反応式

HRID 396726 の反応式
[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]([OH:9])=O)[CH:3]=1.F[P-](F)(F)(F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2N=CC=CC=2N=N1.C(N(C(C)C)CC)(C)C.[NH2:43][C@@H:44]([C:50]1[CH:51]=[C:52]2[C:57](=[CH:58][CH:59]=1)[N:56]([C:60]([O:62][C:63]([CH3:66])([CH3:65])[CH3:64])=[O:61])[CH2:55][CH2:54][CH2:53]2)[CH2:45][C:46]([O:48][CH3:49])=[O:47]>CN(C)C=O>[C:60]([N:56]1[C:57]2[C:52](=[CH:51][C:50]([C@H:44]([NH:43][C:7]([C:4]3[CH:3]=[C:2]([CH3:1])[O:6][N:5]=3)=[O:9])[CH2:45][C:46]([O:48][CH3:49])=[O:47])=[CH:59][CH:58]=2)[CH2:53][CH2:54][CH2:55]1)([O:62][C:63]([CH3:66])([CH3:65])[CH3:64])=[O:61]

参加物

6

反応物 4

HCID 769473-Methyl-5-isoxazolecarboxylic acidHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 69563649HCID 69563649、化合物

生成物 1

HCID 86759118HCID 86759118、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of 5-methyl-isoxazole-3-carboxylic acid (65 mg) in dimethylformamide (30 ml) was treated successively with O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (190 mg), diisopropylethylamine (1 ml) and methyl (R) 3-amino-3-(1-boc-1,2,3,4-tetrahydro-quinolin-6-yl)-propionate (200 mg, Reference Example 14). After standing at room temperature overnight the mixture was evaporated to low bulk and the residue partitioned between ethyl acetate and dilute hydrochloric acid. The layers were separated and the organic layer was washed with sodium carbonate solution, dried, and evaporated. The residue was purified by flash chromatography to give the title compound as an orange gum, 310 mg.

後処理

  1. customthe mixture was evaporated to low bulk
  2. customthe residue partitioned between ethyl acetate and dilute hydrochloric acid
  3. customThe layers were separated
  4. washthe organic layer was washed with sodium carbonate solution
  5. customdried
  6. customevaporated
  7. customThe residue was purified by flash chromatography

出典と根拠

ORDレコード
ord-e93d24a103e14d3699559b4987aab17e
出典データセット
uspto-grants-2003_08
特許番号
US06608084B1

関連ノート

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