Acetic Acid → HCID 57893114、化合物

HRID 1511454ノート

反応式

HRID 1511454 の反応式
[CH:1]1([N+:4]#[C-:5])[CH2:3][CH2:2]1.[CH:6]1([CH2:10][C@H:11]([NH:14][C:15](=[O:21])[O:16][C:17]([CH3:20])([CH3:19])[CH3:18])[CH:12]=[O:13])[CH2:9][CH2:8][CH2:7]1.[C:22](O)(=[O:24])[CH3:23].C(OCC)(=[O:28])C>C(Cl)Cl>[C:22]([O:13][CH:12]([C@@H:11]([NH:14][C:15]([O:16][C:17]([CH3:18])([CH3:20])[CH3:19])=[O:21])[CH2:10][CH:6]1[CH2:9][CH2:8][CH2:7]1)[C:5]([NH:4][CH:1]1[CH2:3][CH2:2]1)=[O:28])(=[O:24])[CH3:23]

参加物

6

反応物 4

HCID 176Acetic AcidHCID 8857Ethyl AcetateHCID 2758008IsocyanocyclopropaneHCID 57893126(S)-tert-butyl 1-cyclobutyl-3-oxopropan-2-ylcarbamate

生成物 1

HCID 57893114HCID 57893114、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
25 °C

実験手順

To a solution of cyclopropylisonitrile (1.21 g, 18 mmol), (S)-tert-butyl 1-cyclobutyl-3-oxopropan-2-ylcarbamate (2.95 g, 13 mmol) in methylene chloride(20 mL), was added acetic acid (1.56 g, 26 mmol) at 0° C. After the addition was complete, the reaction mixture was allowed to warm to 25° C. and stirred for another 4 hours. The reaction mixture was diluted with 200 mL ethyl acetate and washed with a saturated solution of sodium bicarbonate, then brine, and dried over magnesium sulfate. The solvent was removed under reduced pressure, and the crude product was crystallized from 50 mL of ethyl acetate and hexane (v/v=1/1) to give (3S)-3-(tert-butoxycarbonylamino)-4-cyclobutyl-1-(cyclopropylamino)-1-oxobutan-2-yl acetate (3.8 g) as a white solid.

後処理

  1. additionAfter the addition
  2. washwashed with a saturated solution of sodium bicarbonate
  3. dry with materialbrine, and dried over magnesium sulfate
  4. customThe solvent was removed under reduced pressure
  5. customthe crude product was crystallized from 50 mL of ethyl acetate and hexane (v/v=1/1)

出典と根拠

ORDレコード
ord-fb0f9205ee744d33ba0aa35a4009f1d5
出典データセット
uspto-grants-2012_07
特許番号
US08211897B2

反応ノート

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