Hydrochloric Acid → (S)-1-Acetylindoline-2-carboxylic acid

HRID 1954460ノート

反応式

HRID 1954460 の反応式
[N+](C1C=CC([C@@H](O)[C@H](N)CO)=CC=1)([O-])=O.[C:16]([N:19]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH2:21][C@H:20]1[C:28]([OH:30])=[O:29])(=[O:18])[CH3:17].Cl>>[C:16]([N:19]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH2:21][C@H:20]1[C:28]([OH:30])=[O:29])(=[O:18])[CH3:17]

参加物

3

反応物 2

HCID 313Hydrochloric AcidHCID 70287241239075-86-6

生成物 1

HCID 11542998(S)-1-Acetylindoline-2-carboxylic acid収率 96.5%

反応条件

温度
60 °C

実験手順

1.835 kg dried (S)-N-acetyl-indoline-2-carboxylic acid-(1R,2R)-1-(4-nitrophenyl)-2-amino-1,3-propanediol salt was dosed in portions to 2.64 1 2N HCl aq (1.13 eq HCl) with heating to 60° C., followed by 30 minutes' stirring at 60-70° C. After cooling to 20° C., filtration on an FIBA, washing with 2×0.7 1 water and drying, 871 g white (S)-N-acetyl-indoline-2-carboxylic acid was obtained, corresponding to a yield of 96.5%. Enantiomeric excess=99.9% (chiral HPLC).

後処理

  1. temperatureAfter cooling to 20° C.
  2. filtrationfiltration on an FIBA
  3. washwashing with 2×0.7 1 water
  4. customdrying

出典と根拠

ORDレコード
ord-7a49ddb79dbe4c608a7bdc4e0ebf9fda
出典データセット
uspto-grants-2000_09
特許番号
US06121460

反応ノート

読み込み中…