Water → L-Tryptophan

HRID 1390833

反応式

HRID 1390833 の反応式
C([O:3][C:4](=[O:24])[C:5]([NH:21]C=O)(C(OCC)=O)[CH2:6][C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[NH:9][CH:8]=1)C.[OH-].[Na+].O>C(O)(=O)C>[NH2:21][C@H:5]([C:4]([OH:24])=[O:3])[CH2:6][C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[NH:9][CH:8]=1

参加物

5

反応物 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 292164Diethyl formamido[(1H-indol-3-yl)methyl]propanedioate

生成物 1

HCID 6305L-Tryptophan収率 100.8%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A mixture of 40 g (0.12 mol) of the compound of Example 6 and 24.0 g (0.60 mol) of sodium hydroxide in 240 ml. of water was heated at reflux for 18 hours. 48 ml of glacial acetic acid was added to the solution and heating was continued for an additional 8 hours. The suspension was allowed to stand at 0° overnight and the white precipitate was collected, washed with icecold water and dried to yield 24.7 g (100%) of crude product. Recrystallization from 80% aqueous acetic acid afforded, after drying at 100°/0.5 mmHg, 21.2 g (86%) of white crystals, m.p. 292° (dec.) (lit. m.p. 293°) which was identical with an authentic sample.

後処理

  1. temperatureat reflux for 18 hours
  2. temperatureheating
  3. waitto stand at 0° overnight
  4. customthe white precipitate was collected
  5. washwashed with icecold water
  6. customdried

出典と根拠

ORDレコード
ord-51561e017dda4122899b09c86b0aae58
出典データセット
uspto-grants-1979_02
特許番号
US04140697

関連ノート

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