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4-Methylmorpholine → HCID 59909776、化合物

HRID 1350282
ノート
印刷プレビュー

反応式

HRID 1350282 の反応式
[CH:1]1([CH2:7][CH2:8][CH2:9][C@@H:10]([C:15]2[O:16][C:17]([CH3:24])=[C:18]([C:20]([O:22][CH3:23])=[O:21])[N:19]=2)[CH2:11][C:12]([OH:14])=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.O.ON1C2C=CC=CC=2N=N1.Cl.CN(C)CCCN=C=NCC.CN1CCOCC1.[CH2:55]([O:62][NH2:63])[C:56]1[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=1>>[CH2:55]([O:62][NH:63][C:12](=[O:14])[CH2:11][C@H:10]([C:15]1[O:16][C:17]([CH3:24])=[C:18]([C:20]([O:22][CH3:23])=[O:21])[N:19]=1)[CH2:9][CH2:8][CH2:7][CH:1]1[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1)[C:56]1[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 5

HCID 79724-Methylmorpholine2 回HCID 102313O-BenzylhydroxylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 59909762HCID 59909762、化合物

生成物 1

HCID 59909776HCID 59909776、化合物
収率 98.9%

実験手順

A solution of (3R)-6-cyclohexyl-3-[4-(methoxycarbonyl)-5-methyl-1,3-oxazol-2-yl]hexanoic acid (Preparation 174) (2.48 g, 7.36 mmol) was cooled to 0° and treated with 1-hydroxybenzotriazole hydrate (994 mg, 7.36 mmol), 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (2.12 g, 11.06 mmol) and N-methylmorpholine (1.21 ml, 11.04 mmol). The mixture was stirred for 15 minutes then treated with O-benzylhydroxyamine (1.17 g, 7.36 mmol) and further N-methylmorpholine (0.81 ml, 7.36 mmol). The mixture was stirred for 1 hour being allowed to warm to room temperature over this time. The solvent was removed under reduced pressure and the residue was dissolved in ethyl acetate, washed sequentially with water, a saturated solution of sodium hydrogen carbonate and brine, dried over anhydrous magnesium sulphate, filtered and the solvent removed under reduced pressure to afford the title compound as a colourless oil (3.22 g)

後処理

  1. stirringThe mixture was stirred for 1 hour
  2. customThe solvent was removed under reduced pressure
  3. dissolutionthe residue was dissolved in ethyl acetate
  4. washwashed sequentially with water
  5. dry with materiala saturated solution of sodium hydrogen carbonate and brine, dried over anhydrous magnesium sulphate
  6. filtrationfiltered
  7. customthe solvent removed under reduced pressure

出典と根拠

ORDレコード
ord-bcda859ada0f48739dc3c9b031e87589
出典データセット
uspto-grants-2007_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07214694B2

反応ノート

読み込み中…

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