HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1681705Generated: October 27, 2026
Sodium Hydroxide → (2S)-2-[[4-[(2-amino-5-formyl-4-oxo-1,6,7,8-tetrahydropteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid
https://huagongshe.com/reaction/1681705
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2,3-Dibromopropanal | HCID 92216 | — |
| Reactant | p-Aminobenzylglutamic acid | HCID 53968688 | — |
| Reactant | Folic Acid | HCID 135398658 | — |
| Reactant | Sodium folate | HCID 136359212 | — |
| Reactant | HCID 178508811 | HCID 178508811 | — |
| Reactant | calcium (2S)-2-[[4-[(2-amino-5-formyl-4-oxo-1,6,7,8-tetrahydropteridin-6-yl)methylamino]benzoyl]amino]pentanedioate | HCID 178508911 | — |
| Catalyst | Platinum oxide (PtO) | HCID 82844 | — |
| Solvent | Formic Acid | HCID 284 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (2S)-2-[[4-[(2-amino-5-formyl-4-oxo-1,6,7,8-tetrahydropteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid | HCID 178508910 | — |
Reaction Steps
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.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05173488 |
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| Source dataset | uspto-grants-1992_12 |
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| ORD ID | ord-fe8b3ad1ad6d44d1a916cb6ae7124555 |
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| Source note | uspto-grants-1992_12 |
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