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Sodium Hydroxide → (2S)-2-[[4-[(2-amino-5-formyl-4-oxo-1,6,7,8-tetrahydropteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid

HRID 1681705
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HRID 1681705 반응식
C(O)(=O)CC[C@H](NC(C1C=CC(NCC2N=C3C(N=C(NC3=O)N)=NC=2)=CC=1)=O)C(O)=O.BrC(CBr)C=O.NC1N=C(N)C(N)=C(O)N=1.NC1C=CC(CN[C@H](C(O)=O)CCC(O)=O)=CC=1.[OH-].[Na+].C([O-])(=O)CC[C@H](NC(C1C=CC(NCC2N=C3C(N=C(NC3=O)N)=NC=2)=CC=1)=O)C(O)=O.[Na+].[CH2:102]1[NH:107][C:106]2[NH:108][C:109]([NH2:113])=[N:110][C:111](=[O:112])[C:105]=2[N:104]([CH:114]=[O:115])[CH:103]1[CH2:116][NH:117][C:118]1[CH:123]=[CH:122][C:121]([C:124]([NH:126][C@H:127]([C:133]([O-:135])=[O:134])[CH2:128][CH2:129][C:130]([O-:132])=[O:131])=[O:125])=[CH:120][CH:119]=1.[Ca+2]>O.C(O)=O.[Pt]=O.O1CCOCC1>[CH:122]1[C:121]([C:124]([NH:126][C@H:127]([C:133]([OH:135])=[O:134])[CH2:128][CH2:129][C:130]([OH:132])=[O:131])=[O:125])=[CH:120][CH:119]=[C:118]([NH:117][CH2:116][CH:103]2[N:104]([CH:114]=[O:115])[C:105]3[C:111]([N:110]=[C:109]([NH2:113])[NH:108][C:106]=3[NH:107][CH2:102]2)=[O:112])[CH:123]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

12

반응물 7

HCID 14798Sodium HydroxideHCID 922162,3-DibromopropanalHCID 53968688p-Aminobenzylglutamic acidHCID 135398658Folic Acid2회HCID 136359212Sodium folateHCID 178508811HCID 178508811, 화합물
HCID 178508911
calcium (2S)-2-[[4-[(2-amino-5-formyl-4-oxo-1,6,7,8-tetrahydropteridin-6-yl)methylamino]benzoyl]amino]pentanedioate

생성물 1

HCID 178508910(2S)-2-[[4-[(2-amino-5-formyl-4-oxo-1,6,7,8-tetrahydropteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid

시약·촉매·용매 4

HCID 82844Platinum oxide (PtO)촉매HCID 284Formic Acid용매HCID 962Water용매HCID 312751,4-Dioxane용매

실험 절차

Folic acid and its salts can be prepared by any convenient method, for example 2,3-dibromopropionaldehyde, dissolved in a water miscible organic solvent (alcohol, dioxane), is added to a solution of equal molecular quantities of 2,4,5-triamino-6-hydroxypyrimidine and p-aminobenzylglutamic acid, maintaining a pH of about 4 by the controlled addition of alkali as the reaction progresses. If sodium hydroxide is used as the alkali, sodium folate is obtained. To make calcium leucovorin, folic acid is, for example simultaneously hydrogenated and formulated in 90 to 100% formic acid under the influence of platinum oxide catalyst to yield leucovorin. Conversion to the calcium salt may be accomplished by dissolving the leucovorin in sodium hydroxide solution, treating the calcium chloride, and precipitating with ethanol.

후처리

  1. temperaturemaintaining a pH of about 4
  2. additionby the controlled addition of
  3. customalkali as the reaction progresses
  4. customis obtained

출처 및 근거

ORD 기록
ord-fe8b3ad1ad6d44d1a916cb6ae7124555
출처 데이터셋
uspto-grants-1992_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05173488

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