Di-tert-butyl (4R)-N-(tert-butoxycarbonyl)-4-[4-(3-fluoropropoxy)benzyl]-D-glutamate → (4R)-4-[4-(3-Fluoropropoxy)benzyl]-D-glutamic acid

HRID 591295ノート

反応式

HRID 591295 の反応式
C(OC([NH:8][C@@H:9]([C:31]([O:33]C(C)(C)C)=[O:32])[CH2:10][C@@H:11]([CH2:19][C:20]1[CH:25]=[CH:24][C:23]([O:26][CH2:27][CH2:28][CH2:29][F:30])=[CH:22][CH:21]=1)[C:12]([O:14]C(C)(C)C)=[O:13])=O)(C)(C)C>FC(F)(F)C(O)=O>[F:30][CH2:29][CH2:28][CH2:27][O:26][C:23]1[CH:24]=[CH:25][C:20]([CH2:19][C@@H:11]([C:12]([OH:14])=[O:13])[CH2:10][C@H:9]([C:31]([OH:33])=[O:32])[NH2:8])=[CH:21][CH:22]=1

参加物

3

反応物 1

HCID 70674428Di-tert-butyl (4R)-N-(tert-butoxycarbonyl)-4-[4-(3-fluoropropoxy)benzyl]-D-glutamate

生成物 1

HCID 70673992(4R)-4-[4-(3-Fluoropropoxy)benzyl]-D-glutamic acid

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

60 mg (0.11 mmol) of di-tert-butyl (4R)—N-(tert-butoxycarbonyl)-4-[4-(3-fluoropropoxy)-benzyl]-D-glutamate were taken up in 3 mL of trifluoro acetic acid and stirred overnight at room temperature. The excess of trifluoro acetic acid was evaporated and the residue was taken up three times in tetrahydrofuran and then evaporated. The resulting oil was chromatographed on C-18 reversed phase silica gel using a water/acetonitrile gradient, the appropriate fractions were combined and concentrated.

後処理

  1. customThe excess of trifluoro acetic acid was evaporated
  2. customevaporated
  3. customThe resulting oil was chromatographed on C-18
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-d0103b904c3549ee8b1831d5344eb722
出典データセット
uspto-grants-2016_01
特許番号
US09238631B2

反応ノート

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