Erythrose, 4-phosphate → D-erythritol 4-phosphate

HRID 1244185Notes

Reaction equation

HRID 1244185 reaction equation
[Na].[P:2]([O:6][CH2:7][C@@H:8]([OH:13])[C@@H:9]([OH:12])[CH:10]=[O:11])([OH:5])([OH:4])=[O:3].[BH4-].[Na+]>CO>[P:2]([O:6][CH2:7][C@@H:8]([OH:13])[C@@H:9]([OH:12])[CH2:10][OH:11])([OH:4])([OH:5])=[O:3]

Participants

5

Reactant 3

HCID 122357Erythrose, 4-phosphateHCID 4311764Sodium borohydrideHCID 5360545Sodium

Product 1

HCID 192838D-erythritol 4-phosphate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The sodium salt of D-erythrose 4-phosphate (14.6 mg, 65.7 μmol) is dissolved in methanol (600 μl, 40% (v/v)). Sodium borohydride is added. The reaction is monitored by detection of the aldehyde according to the method of Stahl (Bollinger, H. R., Brenner, M., Gänshirt, H., Mangold, H. K., Seiler, H., Stahl, E. ad Waldi, D. (1964) IN: Dünnschicht-Chromatographie; Ein Laboratoriumshandbuch (ed. Stahl, E.) Springer Verlag, Berlin, Göttingen; Heidelberg). After consumption of the aidehyde the pH of the solution is adjusted with acetic acid to 4–5. The reaction mixture is lyophillized yielding D-erythritol 4-phosphate as a dry compound.

Workup

  1. customAfter consumption of the aidehyde the pH of the solution

Sources & evidence

ORD record
ord-fa0f741e1a644be59ee09747885d4a0b
Source dataset
uspto-grants-2006_10
Patent number
US07122331B1

Reaction notes

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