tert-Butyl bromoacetate → HCID 131714545、化合物

HRID 482922ノート

反応式

HRID 482922 の反応式
[O-:1][C:2]#[N:3].[K+].Br[CH2:6][C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8].[C:14]([O:18][C:19]([NH:21][C@H:22]1[C@@H:25]([CH3:26])[NH:24][C:23]1=[O:27])=[O:20])([CH3:17])([CH3:16])[CH3:15]>CN(C)C=O>[C:14]([O:18][C:19]([NH:21][C@H:22]1[C@@H:25]([CH3:26])[N:24]([C:2]([NH:3][CH2:6][C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])=[O:1])[C:23]1=[O:27])=[O:20])([CH3:17])([CH3:15])[CH3:16]

参加物

5

反応物 3

HCID 79177tert-Butyl bromoacetate2 回HCID 11378442Potassium cyanate2 回HCID 57285608rel-1,1-Dimethylethyl N-[(2R,3S)-2-methyl-4-oxo-3-azetidinyl]carbamate

生成物 1

HCID 131714545HCID 131714545、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

To a suspension of potassium cyanate (558 mg, 6.9 mmol) in 6 ml of dimethylformamide was added t-butyl bromoacetate (1.1 ml, 6.6 mmol). The mixture was heated to 100° C. for 1 hour and cooled to room temperature. (3s-cis)-3-[[(t-butyloxy)carbonyl]amino]-4-methyl-2-azetidinone (1.2 g, 6.0 mmol) was then added, and the mixture was heated to 65° C. After being stirred at 65° C. for 1 hour, the mixture was heated to 100° C. and stirred for an additional hour. Additional isocyanate was prepared (using 558 mg potassium cyanate and 1.1 ml of t-butyl bromoacetate as described above) and added to the reaction mixture at room temperature. After being heated at 65° C. for 1 hour and 100° C. for 1 hour, the reaction mixture was stirred at room temperature overnight.

後処理

  1. temperaturecooled to room temperature
  2. temperaturethe mixture was heated to 65° C
  3. temperaturethe mixture was heated to 100° C.
  4. stirringstirred for an additional hour
  5. additionadded to the reaction mixture at room temperature
  6. temperatureAfter being heated at 65° C. for 1 hour and 100° C. for 1 hour
  7. stirringthe reaction mixture was stirred at room temperature overnight

出典と根拠

ORDレコード
ord-593f1d36d3b746b7947d6c320d5702f0
出典データセット
uspto-grants-1986_03
特許番号
US04576749

反応ノート

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