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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant2,3-DibromopropanalHCID 92216—
Reactantp-Aminobenzylglutamic acidHCID 53968688—
ReactantFolic AcidHCID 135398658—
ReactantSodium folateHCID 136359212—
ReactantHCID 178508811HCID 178508811—
Reactantcalcium (2S)-2-[[4-[(2-amino-5-formyl-4-oxo-1,6,7,8-tetrahydropteridin-6-yl)methylamino]benzoyl]amino]pentanedioateHCID 178508911—
CatalystPlatinum oxide (PtO)HCID 82844—
SolventFormic AcidHCID 284—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product(2S)-2-[[4-[(2-amino-5-formyl-4-oxo-1,6,7,8-tetrahydropteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acidHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05173488
Source datasetuspto-grants-1992_12
ORD IDord-fe8b3ad1ad6d44d1a916cb6ae7124555
Source noteuspto-grants-1992_12