Hydrochloric Acid → N-cyclohexanoyl-(L)-citrulline

HRID 567633

反応式

HRID 567633 の反応式
[NH2:1][C@H:2]([C:10]([OH:12])=[O:11])[CH2:3][CH2:4][CH2:5][NH:6][C:7]([NH2:9])=[O:8].[CH:13]1([C:19](Cl)=[O:20])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1.Cl>[OH-].[Na+]>[CH:13]1([C:19]([NH:1][C@H:2]([C:10]([OH:12])=[O:11])[CH2:3][CH2:4][CH2:5][NH:6][C:7]([NH2:9])=[O:8])=[O:20])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 9750CitrullineHCID 75938Cyclohexanecarbonyl chloride

生成物 1

HCID 10613142N-cyclohexanoyl-(L)-citrulline収率 77.5%

試薬・触媒・溶媒 1

HCID 14798Sodium Hydroxide溶媒

反応条件

温度
25 °C

実験手順

L-Citrulline (35.2 g., 0.2 mole) was dissolved in 200 mL of 2N sodium hydroxide. Cyclohexanoyl chloride (29 mL, 0.2 mole) was added dropwise to the mixture. The reaction mixture was maintained at about 25° C. for 1 hour. The mixture was then acidified to pH 2.6 with aqueous (4:1) hydrochloric acid. The precipitate which formed was separated by decantation. The solids were dissolved in 2N sodium hydroxide to pH 6.5 and dried by lyophilization to furnish 44.2 g of N-cyclohexanoyl-(L)-citrulline. The product was a white solid.

後処理

  1. customThe precipitate which formed
  2. customwas separated by decantation
  3. dissolutionThe solids were dissolved in 2N sodium hydroxide to pH 6.5
  4. customdried by lyophilization

出典と根拠

ORDレコード
ord-2d03e23fadaf4b0b89c76bd3cf88f2ec
出典データセット
uspto-grants-2001_01
特許番号
US06180140B2

関連ノート

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