Hydrochloric Acid → HCID 90052423、化合物

HRID 2284781ノート

反応式

HRID 2284781 の反応式
[C:1]([O:5][C:6]([NH:8][C@H:9]1[CH2:14][CH2:13][CH2:12][C@@H:11]([C:15]([OH:17])=O)[CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C([N:25]1[CH:29]=CN=C1)(N1C=CN=C1)=O.C(N(CC)C(C)C)(C)C.Cl.[CH3:40][O:41]N.Cl>C(Cl)Cl>[CH3:40][O:41][N:25]([CH3:29])[C:15]([C@@H:11]1[CH2:12][CH2:13][CH2:14][C@H:9]([NH:8][C:6](=[O:7])[O:5][C:1]([CH3:2])([CH3:3])[CH3:4])[CH2:10]1)=[O:17]

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 682631,1'-CarbonyldiimidazoleHCID 81531DiisopropylethylamineHCID 521874O-Methylhydroxylamine hydrochlorideHCID 16218560CYCLOHEXANECARBOXYLIC ACID, 3-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-, (1R,3S)-

生成物 1

HCID 90052423HCID 90052423、化合物収率 102%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of (1R*,3S*)-3-((tert-butoxycarbonyl)amino)cyclohexanecarboxylic acid (M1, 3.00 g) as racemate synthesized according to the method described in Chemistry A European Journal, 2005, 11, pp. 6543-6551 in methylene chloride (30 mL), carbonyldiimidazole (2.60 g) was added under ice cooling, and the mixture was stirred at the same temperature for 10 minutes. To the reaction mixture, N,N-diisopropylethylamine (2.72 mL) and methoxyamine hydrochloride (1.56 g) were added under ice cooling, and the mixture was stirred at room temperature for 1 hour. To the reaction mixture, 1.0 mol/L aqueous hydrochloric acid and methylene chloride were added. The organic layer was separated, and the aqueous layer was extracted with methylene chloride. The organic layer and the extract were combined, washed successively with water, saturated aqueous sodium hydrogencarbonate and saturated aqueous sodium chloride, and then dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to obtain oily tert-butyl ((1S*,3R*)-3-(methoxy(methyl)carbamoyl)cyclohexyl)carbamate (M2, 3.60 g).

後処理

  1. stirringthe mixture was stirred at room temperature for 1 hour
  2. customThe organic layer was separated
  3. extractionthe aqueous layer was extracted with methylene chloride
  4. washwashed successively with water, saturated aqueous sodium hydrogencarbonate and saturated aqueous sodium chloride
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-218e545ab3f444e49df4aaf5ed6db88b
出典データセット
uspto-grants-2015_09
特許番号
US09145415B2

反応ノート

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