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

HRID 493052Notes

Reaction equation

HRID 493052 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 pmol) 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 aldehyde 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 aldehyde the pH of the solution

Sources & evidence

ORD record
ord-e425671040d64d4bbd0b13029651ea37
Source dataset
uspto-grants-2009_05
Patent number
US07534742B2

Reaction notes

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