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Methylamine → HCID 86654195、化合物

HRID 422167
ノート
印刷プレビュー

反応式

HRID 422167 の反応式
[OH:1][C:2]1[CH:19]=[C:18]2[C:5]([C@@:6]3([CH3:24])[C@H:15]([CH2:16][S:17]2=[O:20])[C@:14]2([CH3:21])[C@H:9]([C:10]([CH3:23])([CH3:22])[CH2:11][CH2:12][CH2:13]2)[CH2:8][CH2:7]3)=[CH:4][C:3]=1[C:25]([OH:27])=O.[CH3:28][N:29](C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.CN>C1COCC1.CN(C=O)C.CCOC(C)=O>[OH:1][C:2]1[CH:19]=[C:18]2[C:5]([C@@:6]3([CH3:24])[C@H:15]([CH2:16][S:17]2=[O:20])[C@:14]2([CH3:21])[C@H:9]([C:10]([CH3:23])([CH3:22])[CH2:11][CH2:12][CH2:13]2)[CH2:8][CH2:7]3)=[CH:4][C:3]=1[C:25]([NH:29][CH3:28])=[O:27]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 6329MethylamineHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 58294800(1R,10R,11S,16S)-5-hydroxy-1,11,15,15-tetramethyl-8-oxo-8lambda4-thiatetracyclo-[8.8.0.02,7.011,16]octadeca-2,4,6-triene-4-carboxylic acid

生成物 1

HCID 86654195
HCID 86654195、化合物
収率 16%

試薬・触媒・溶媒 3

HCID 6228Dimethylformamide溶媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of (1R,10R,11S,16S)-5-hydroxy-1,11,15,15-tetramethyl-8-oxo-8λ4-thiatetracyclo[8.8.0.02,7.011,16]octadeca-2,4,6-triene-4-carboxylic acid (71) (0.40 g, 1.1 mmol), HATU (0.49 g, 1.3 mmol), Hunig's base (0.24 mL, 1.4 mmol), methylamine (2 M in diethyl ether, 2.7 mL, 5.4 mmol) in anhydrous THF (10 mL) and DMF (2 mL) was placed in a sealed vessel. The reaction was stirred at room temperature for 18 h. The reaction was diluted with EtOAc and washed with water and brine. The organic layer was separated and concentrated to dryness. The crude product was purified by flash chromatography on silica gel (CH2Cl2/EtOAc, 7:3) to yield (1R,10R,11S,16S)-5-hydroxy-N,1,11,15,15-pentamethyl-8-oxo-8λ4-thiatetracyclo[8.8.0.02,7.011,16]octadeca-2,4,6-triene-4-carboxamide (72) (0.07 g, 16% yield) as a white solid.

後処理

  1. customwas placed in a sealed vessel
  2. washwashed with water and brine
  3. customThe organic layer was separated
  4. concentrationconcentrated to dryness
  5. customThe crude product was purified by flash chromatography on silica gel (CH2Cl2/EtOAc, 7:3)

出典と根拠

ORDレコード
ord-1b26392101a74af7b3ad53a94a2e1e6d
出典データセット
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08101605B2

反応ノート

読み込み中…

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