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

HRID 567633

반응식

HRID 567633 반응식
[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

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 9750CitrullineHCID 75938Cyclohexanecarbonyl chloride

생성물 1

HCID 10613142N-cyclohexanoyl-(L)-citrulline수율 77.5%

시약·촉매·용매 1

HCID 14798Sodium Hydroxide용매

반응 조건

온도
25 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2d03e23fadaf4b0b89c76bd3cf88f2ec
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06180140B2

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