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Bromotrimethylsilane → [(RS)-4-methyl-2-[[(S)-3-methyl-1-(methylcarbamoyl)butyl]carbamoyl]pentyl](succinimidomethyl)phosphinic acid

HRID 1084991
ノート
印刷プレビュー

反応式

HRID 1084991 の反応式
C[O:2][P:3]([CH2:13][CH:14]([C:19](=[O:30])[NH:20][C@H:21]([C:26](=[O:29])[NH:27][CH3:28])[CH2:22][CH:23]([CH3:25])[CH3:24])[CH2:15][CH:16]([CH3:18])[CH3:17])([CH2:5][N:6]1[C:10](=[O:11])[CH2:9][CH2:8][C:7]1=[O:12])=[O:4].Br[Si](C)(C)C>ClCCl>[CH3:17][CH:16]([CH3:18])[CH2:15][CH:14]([C:19](=[O:30])[NH:20][C@H:21]([C:26](=[O:29])[NH:27][CH3:28])[CH2:22][CH:23]([CH3:24])[CH3:25])[CH2:13][P:3]([CH2:5][N:6]1[C:10](=[O:11])[CH2:9][CH2:8][C:7]1=[O:12])(=[O:2])[OH:4]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 76113BromotrimethylsilaneHCID 67864256[(RS)-4-methyl-2-[[(S)-3-methyl-1-(methylcarbamoyl)butyl]carbamoyl]pentyl](succinimidomethyl)phosphinic acid methyl ester

生成物 1

HCID 18636028[(RS)-4-methyl-2-[[(S)-3-methyl-1-(methylcarbamoyl)butyl]carbamoyl]pentyl](succinimidomethyl)phosphinic acid収率 96.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

60 mg of [(RS)-4-methyl-2-[[(S)-3-methyl-1-(methylcarbamoyl)butyl]carbamoyl]pentyl](succinimidomethyl)phosphinic acid methyl ester were dissolved in 5 ml of dichloromethane, 0.5 ml of bromotrimethylsilane was added and the mixture was stirred at room temperature for 1.5 hours. The solvent was removed by evaporation and the residue was then re-evaporated twice with 20 ml of acetone and 0.25 ml of water. After standing at room temperature for 15 minutes, the solvent was removed by evaporation and the residue was dissolved in 20 ml of acetone/dichloromethane (1:2). The solution was then evaporated to give 56 mg of [(RS)-4-methyl-2-[[(S)-3-methyl-1-(methylcarbamoyl)butyl]carbamoyl]pentyl](succinimidomethyl)phosphinic acid in the form of a white foam.

後処理

  1. customThe solvent was removed by evaporation
  2. customthe residue was then re-evaporated twice with 20 ml of acetone and 0.25 ml of water
  3. waitAfter standing at room temperature for 15 minutes
  4. customthe solvent was removed by evaporation
  5. dissolutionthe residue was dissolved in 20 ml of acetone/dichloromethane (1:2)
  6. customThe solution was then evaporated

出典と根拠

ORDレコード
ord-31fb3c3f11fd4bff88652ba836fc4c05
出典データセット
uspto-grants-1991_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05006651

反応ノート

読み込み中…

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