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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
ノート
印刷プレビュー

反応式

HRID 1681705 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

12

反応物 7

HCID 14798Sodium HydroxideHCID 922162,3-DibromopropanalHCID 53968688p-Aminobenzylglutamic acidHCID 135398658Folic Acid2 回HCID 136359212Sodium folateHCID 178508811HCID 178508811、化合物
HCID 178508911
calcium (2S)-2-[[4-[(2-amino-5-formyl-4-oxo-1,6,7,8-tetrahydropteridin-6-yl)methylamino]benzoyl]amino]pentanedioate

生成物 1

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

試薬・触媒・溶媒 4

HCID 82844Platinum oxide (PtO)触媒HCID 284Formic Acid溶媒HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-fe8b3ad1ad6d44d1a916cb6ae7124555
出典データセット
uspto-grants-1992_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05173488

反応ノート

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