Hydrochloric Acid → D-Glutamic Acid

HRID 1607313Notes

Reaction equation

HRID 1607313 reaction equation
[NH2:1][CH:2]([C:8]([OH:10])=[O:9])[CH2:3][CH2:4][C:5]([OH:7])=[O:6].Cl>>[NH2:1][C@@H:2]([C:8]([OH:10])=[O:9])[CH2:3][CH2:4][C:5]([OH:7])=[O:6]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 611DL-Glutamic acid

Product 1

HCID 23327D-Glutamic Acid

Procedure

An experiment for resolution of D,L-glutamic acid.HCl by a device composed of two compartments separated by a membrane is described. A round perspex piece of 9 cm exterior diameter, 6 cm internal diameter and 0.9 cm thickness was connected to another piece of perspex of the same dimensions via a membrane with cut-off of 10000-15000, and mechanically shaken for 48 h. Into each compartment a solution of 4 g D,L-glutamic acid in 20 ml of HCl 5N was introduced (total 8 g/40 ml). Poly-(Nε -acryloyl-L-lysine) or poly-(Nε -methacryloyl-L-lysine) was dissolved in one compartment (A) while poly-(Nε -acryloyl-D-lysine) or poly-(Nε -methacryloyl-D-lysine) was dissolved in the second compartment (B). Each compartment was seeded with 0.5 mg of D,L-glutamic acid.HCl. After 48 h the solid from each compartment was filtered to give from compartment (A) 605 mg of D-glutamic acid.HCl with (α)D=-24° C. and from compartment (B) 575 mg of L-glutamic acid.HCl with (α)D=+24° C.

Workup

  1. customseparated by a membrane
  2. additionInto each compartment a solution of 4 g D,L-glutamic acid in 20 ml of HCl 5N was introduced (total 8 g/40 ml)
  3. dissolutionPoly-(Nε -acryloyl-L-lysine) or poly-(Nε -methacryloyl-L-lysine) was dissolved in one compartment (A) while poly-(Nε -acryloyl-D-lysine) or poly-(Nε -methacryloyl-D-lysine)
  4. dissolutionwas dissolved in the second compartment (B)
  5. filtrationAfter 48 h the solid from each compartment was filtered

Sources & evidence

ORD record
ord-74abfb6747f1492aadde90452642f670
Source dataset
uspto-grants-1989_09
Patent number
US04864031

Reaction notes

Loading…