Trifluoroacetic acid → N-[(2,2,5,5-Tetramethyl-1,3-dioxan-4-yl)carbonyl]-beta-alanine methyl ester

HRID 344762

反応式

HRID 344762 の反応式
[C:1]([O-:15])(=[O:14])[CH2:2][CH2:3][NH:4][C:5](=[O:13])[C@@H:6]([C:8]([CH2:11][OH:12])([CH3:10])[CH3:9])[OH:7].[Ca+2].[C:17]([O-])(=O)[CH2:18][CH2:19]NC(=O)[C@@H](C(CO)(C)C)O.F[C:33](F)(F)C(O)=O.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O.COC(OC)(C)C>[CH3:17][C:18]1([CH3:19])[O:7][CH:6]([C:5]([NH:4][CH2:3][CH2:2][C:1]([O:15][CH3:33])=[O:14])=[O:13])[C:8]([CH3:10])([CH3:9])[CH2:11][O:12]1

参加物

5

反応物 3

HCID 6422Trifluoroacetic acidHCID 11430Potassium CarbonateHCID 443753Calcium Pantothenate

生成物 1

HCID 19805663N-[(2,2,5,5-Tetramethyl-1,3-dioxan-4-yl)carbonyl]-beta-alanine methyl ester

試薬・触媒・溶媒 1

HCID 23511411Acetone 2,2-dimethoxypropane溶媒

実験手順

A 5.0 g portion of calcium pantothenate was slurred in 100 ml of acetone:2,2-dimethoxypropane (1:1). Trifluoroacetic acid (3.0 ml) was added until solution was complete and stirring was continued overnight. A 10 g portion of potassium carbonate was added, this mixture stirred vigorously for 10 minutes and then concentrated to a gummy solid. A 100 ml portion of acetonitrile and 10 ml of methyl iodide were added to the solid. This mixture was stirred for 1 day, then poured into water and extracted twice with ethyl acetate. The extracts were combined, dried and concentrated, giving 4.8 g of the desired compound as a yellow oil.

後処理

  1. stirringthis mixture stirred vigorously for 10 minutes
  2. concentrationconcentrated to a gummy solid
  3. additionA 100 ml portion of acetonitrile and 10 ml of methyl iodide were added to the solid
  4. stirringThis mixture was stirred for 1 day
  5. additionpoured into water
  6. extractionextracted twice with ethyl acetate
  7. customdried
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-0033213b939f4d0ebf95623fbf8a8d3b
出典データセット
uspto-grants-1991_10
特許番号
US05053426

関連ノート

読み込み中…