D-Glutamic acid, 4-hydroxy-4-(1H-indol-3-ylmethyl)-, (4S)- → 4-amino-2-hydroxy-2-(1H-indol-3-ylmethyl)pentanedioic Acid

HRID 2244789ノート

反応式

HRID 2244789 の反応式
[NH4+].[OH:2][C:3]([CH2:14][C:15]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[NH:17][CH:16]=1)([C:11]([O-:13])=[O:12])[CH2:4][C:5](=[N:9]O)[C:6]([O-:8])=[O:7].[NH4+].[H][H].O[C@@](CC1C2C(=CC=CC=2)NC=1)(C(O)=O)C[C@@H](N)C(O)=O.O[C@](CC1C2C(=CC=CC=2)NC=1)(C(O)=O)C[C@@H](N)C(O)=O>N.[C].[Rh]>[OH:2][C:3]([CH2:14][C:15]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[NH:17][CH:16]=1)([C:11]([OH:13])=[O:12])[CH2:4][CH:5]([NH2:9])[C:6]([OH:8])=[O:7]

参加物

7

反応物 4

HCID 9814579D-Glutamic acid, 4-hydroxy-4-(1H-indol-3-ylmethyl)-, (4S)-HCID 9922096D-Glutamic acid, 4-hydroxy-4-(1H-indol-3-ylmethyl)-, (4R)-HCID 178418361HCID 178418361、化合物HCID 1785254994-Hydroxy-4-(3-indolylmethyl)-2-hydroxyiminoglutarate ammonium salt

生成物 1

HCID 99260664-amino-2-hydroxy-2-(1H-indol-3-ylmethyl)pentanedioic Acid

試薬・触媒・溶媒 2

HCID 178503043HCID 178503043、化合物触媒HCID 222Ammonia溶媒

実験手順

0.13 g (0.38 mmol) of 4-hydroxy-4-(3-indolylmethyl)-2-hydroxyiminoglutaric acid ammonium salt was dissolved in 5 ml of aqueous 28% ammonia, to which 0.09 g of 5% rhodium carbon was added, for reaction at ambient temperature and a hydrogen pressure of 7.5 atmospheres. 14 hours later, the catalyst was filtered off, and the resulting solution was concentrated to dryness, to obtain a mixture of 0.075 g (0.23 mmol) of the ammonium salt of (2S,4S)/(2R,4R)-4-hydroxy-4-(3-indolylmethyl)-2-aminoglutaric acid (monatin) and 0.036 g (0.11 mmol) of the ammonium salt of (2S,4R)/(2R,4S)-4-hydroxy-4-(3-indolylmethyl)-2-aminoglutaric acid (monatin).

後処理

  1. additionwas added, for reaction at ambient temperature
  2. filtration14 hours later, the catalyst was filtered off
  3. concentrationthe resulting solution was concentrated to dryness
  4. customto obtain

出典と根拠

ORDレコード
ord-908bb8e1958d4581a77ede52b74c5d0f
出典データセット
uspto-grants-2010_03
特許番号
US07678925B2

反応ノート

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