Methanol → D-Glutamine

HRID 280508Notes

Reaction equation

HRID 280508 reaction equation
[NH2:1][C@H:2]([C:8]([OH:10])=[O:9])[CH2:3][CH2:4][C:5](=[O:7])[NH2:6].CO.O.C(#N)C>O1CCCC1>[NH2:1][C@@H:2]([C:8]([OH:10])=[O:9])[CH2:3][CH2:4][C:5](=[O:7])[NH2:6]

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 5961L-Glutamine2×HCID 6342Acetonitrile

Product 1

HCID 145815D-Glutamine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Example 1 was repeated with the difference that the sample to be tested was a glutamine of unknown enantiomer composition, the comparison samples were (RS)-, (R)-, and (S)-glutamine, and the mobile phase was a mixture of methanol, water, acetonitrile, and tetrahydrofuran in a 1:1:2:2 ratio by volume. In this case, the (R)-glutamine gave a spot with an Rf -value of 0.70 and the (S)-glutamine gave a spot with an Rf -value of 0.62.

Sources & evidence

ORD record
ord-bc6187862d6e41b7a7c4d2fedb6c0ebe
Source dataset
uspto-grants-1986_05
Patent number
US04590167

Reaction notes

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