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Sodium Hydroxide → HCID 54030461、化合物

HRID 1374982
ノート
印刷プレビュー

反応式

HRID 1374982 の反応式
[C:1]([NH:4][CH:5]([C:16]([OH:18])=[O:17])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([CH3:13])=[C:9]([O:14][CH3:15])[CH:8]=1)(=[O:3])[CH3:2].[OH-].[Na+]>O.O.O.O.O.O.[Co](Cl)Cl.O>[C:1]([NH:4][C@@H:5]([C:16]([OH:18])=[O:17])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([CH3:13])=[C:9]([O:14][CH3:15])[CH:8]=1)(=[O:3])[CH3:2]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 14798Sodium Hydroxide2 回HCID 17851043HCID 17851043、化合物

生成物 1

HCID 54030461HCID 54030461、化合物収率 37.1%

試薬・触媒・溶媒 2

HCID 517166Dichlorocobalt hexahydrate触媒2 回HCID 962Water溶媒

反応条件

温度
37 °C

実験手順

N-Acetyl-3-methoxy-4-methyl-DL-phenylalanine (7.28 g) was dissolved into a mixture of water (36.5 ml) and 1N sodium hydroxide solution (29 ml). Cobalt(II) chloride hexahydrate (36.5 mg) and acylase (Acylase Amano, 365 mg) were added to the solution and the mixture was stirred at 37° C. for 15.5 hours with controlling the pH of the reaction mixture to 7.5 with 1N sodium hydroxide solution. The insoluble material was removed by filtration and the pH of the filtrate was made to 3 with 6N hydrochloric acid, extracted with ethyl acetate, washed with water, dried over sodium sulfate, and evaporated in vacuo to give crude N-acetyl-3-methoxy-4-methyl-D-phenylalanine (3.17 g). The crude product was again subjected to the acylase reaction (cobalt(II) chloride hexahydrate 15.2 mg, acylase 152 mg, 37° C., pH 7.5, 20 hours) to give pure N-acetyl-3-methoxy-4-methyl-D-phenylalanine (2.70 g) as a viscous oil.

後処理

  1. customThe insoluble material was removed by filtration
  2. extractionextracted with ethyl acetate
  3. washwashed with water
  4. dry with materialdried over sodium sulfate
  5. customevaporated in vacuo
  6. customto give crude N-acetyl-3-methoxy-4-methyl-D-phenylalanine (3.17 g)

出典と根拠

ORDレコード
ord-164a05fad17d42558ce0e3a148c498c9
出典データセット
uspto-grants-2007_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07166598B2

反応ノート

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