Triphenylphosphine → Benzyl (3R)-3-t-butoxycarbonylamino-4-(5-cyano-2-iodophenoxy)butanoate

HRID 747766ノート

反応式

HRID 747766 の反応式
[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:21][OH:22])[CH2:10][C:11]([O:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:12])=[O:7])([CH3:4])([CH3:3])[CH3:2].O[C:24]1[CH:25]=[C:26]([CH:29]=[CH:30][C:31]=1[I:32])[C:27]#[N:28].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1(C)C=CC=CC=1>[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:21][O:22][C:24]1[CH:25]=[C:26]([C:27]#[N:28])[CH:29]=[CH:30][C:31]=1[I:32])[CH2:10][C:11]([O:13][CH2:14][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)=[O:12])=[O:7])([CH3:3])([CH3:4])[CH3:2]

参加物

5

反応物 3

HCID 11776TriphenylphosphineHCID 109446813-Hydroxy-4-iodobenzonitrileHCID 11045079Boc-D-aspartinol 4-Benzyl Ester

生成物 1

HCID 11731204Benzyl (3R)-3-t-butoxycarbonylamino-4-(5-cyano-2-iodophenoxy)butanoate

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

10.16 g (32.8 mmol) of benzyl (3R)-3-t-butoxycarbonylamino-4-hydroxybutanoate was dissolved in 100 ml of toluene. 10.5 g (42.7 mmol) of 3-hydroxy-4-iodobenzonitrile, 11.2 g (42.7 mmol) of triphenylphosphine and 7.4 g (42.7 mmol) of N,N,N′,N′-tetramethylazodicarboxyamide were added to the solution under cooling with ice, and they were stirred at room temperature overnight. The solvent was distilled off, and the residue was purified by the silica gel column chromatography (volume ratio of hexane:ethyl acetate=2:1) to obtain the title compound.

後処理

  1. temperatureunder cooling with ice, and they
  2. distillationThe solvent was distilled off
  3. customthe residue was purified by the silica gel column chromatography (volume ratio of hexane:ethyl acetate=2:1)

出典と根拠

ORDレコード
ord-c96a0ee7ceb94609808e70aa637b32a8
出典データセット
uspto-grants-2008_07
特許番号
US07396844B1

反応ノート

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