Water → L-Tryptophan

HRID 1390833

반응식

HRID 1390833 반응식
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

참가 물질

5

반응물 3

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

생성물 1

HCID 6305L-Tryptophan수율 100.8%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-51561e017dda4122899b09c86b0aae58
출처 데이터셋
uspto-grants-1979_02
특허 번호
US04140697

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