Thioanisole → Methyl (3s,7as)-6-benzyloxycarbonylamino-5-oxohexahydropyrrolizine-3-carboxylate

HRID 10424

反応式

HRID 10424 の反応式
[CH2:1]([O:8][C:9]([NH:11][CH:12]([C:30]([O:32]C)=O)[CH2:13][C@H:14]1[N:18](C(OC(C)(C)C)=O)[C@H:17]([C:26]([O:28][CH3:29])=[O:27])[CH2:16][CH2:15]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1(SC)C=CC=CC=1>FC(F)(F)C(O)=O>[CH2:1]([O:8][C:9]([NH:11][CH:12]1[CH2:13][C@H:14]2[N:18]([C@H:17]([C:26]([O:28][CH3:29])=[O:27])[CH2:16][CH2:15]2)[C:30]1=[O:32])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

4

反応条件

温度
95 °C

実験手順

1500 mg of 1-tert-butyl 2-methyl (2S,5S)-5-(2-benzyloxycarbonylamino-2-methoxycarbonylethyl)pyrrolidine-1,2-dicarboxylate were mixed with 0.2 ml of thioanisole. Then 10 ml of trifluoroacetic acid were added, and the mixture was stirred for 45 min. The solvents were then removed in vacuo, and the residue was taken up in 10 ml of pyridine. 1.1 ml of diisopropylethylamine were added, and the mixture was heated at 95° C. for 3 h. The solvents were removed in vacuo, and the residue was chromatographed on silica gel.

後処理

  1. customThe solvents were then removed in vacuo
  2. addition1.1 ml of diisopropylethylamine were added
  3. customThe solvents were removed in vacuo
  4. customthe residue was chromatographed on silica gel

出典と根拠

ORDレコード
ord-cb72a94ce0d34f9d96a25ac130802067
出典データセット
uspto-grants-2006_08
特許番号
US07094800B2

関連ノート

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