Glyoxylic Acid → HCID 11259991, compound

HRID 891832

Reaction equation

HRID 891832 reaction equation
[C:1]([OH:5])(=[O:4])[CH:2]=O.[CH2:6]([S:12][S:13][CH2:14][C@H:15]([NH2:19])[C:16]([OH:18])=[O:17])[C@H:7]([NH2:11])[C:8]([OH:10])=[O:9].B([O-])([O-])[O-]>>[C:1]([CH2:2][N:11]([CH2:2][C:1]([OH:5])=[O:4])[C@H:7]([C:8]([OH:10])=[O:9])[CH2:6][S:12][S:13][CH2:14][C@H:15]([N:19]([CH2:15][C:16]([OH:18])=[O:17])[CH2:7][C:8]([OH:10])=[O:9])[C:16]([OH:18])=[O:17])([OH:5])=[O:4]

Participants

4

Reactant 3

HCID 760Glyoxylic AcidHCID 26574BorateHCID 67678(-)-Cystine

Product 1

HCID 11259991HCID 11259991, compound

Procedure

The alternative route, relying on in solution phase synthesis of an intermediate product starts with addition of a large excess (40 times) of glyoxylic acid to L-cystine in an alkaline borate buffer. The intermediate product was thereafter, after pH manipulations and conductivity adjustment of the reaction mixture, purified with ion exchange chromatography to give N,N,N′,N′-tetrakis (carboxymethyl)-L-cystine.

Workup

  1. customThe alternative route, relying on in solution phase synthesis of an intermediate product
  2. customafter pH manipulations and conductivity adjustment of the reaction mixture, purified with ion exchange chromatography

Sources & evidence

ORD record
ord-ce089f0ba7b44eafb0e7bc10f2374c60
Source dataset
uspto-grants-2006_02
Patent number
US07005071B2

Linked notes

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