DL-cysteine → HCID 13131476, compound

HRID 1731418Notes

Reaction equation

HRID 1731418 reaction equation
[NH2:1][CH:2]([C:5]([OH:7])=[O:6])[CH2:3][SH:4].[NH2:8][C@H:9]([C:12]([OH:14])=[O:13])[CH2:10][SH:11].[C:15]([OH:25])(=[O:24])[CH:16]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[OH:17]>>[C:15]([OH:25])(=[O:24])[C@H:16]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[OH:17].[NH2:1][C@H:2]([C:5]([OH:7])=[O:6])[CH2:3][SH:4].[C:15]([OH:25])(=[O:24])[C@@H:16]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[OH:17].[NH2:8][C@@H:9]([C:12]([OH:14])=[O:13])[CH2:10][SH:11]

Participants

5

Reactant 3

HCID 594DL-cysteineHCID 1292Mandelic Acid2×HCID 5862L-(+)-Cysteine2×

Product 2

HCID 13131476HCID 13131476, compoundHCID 13131477(2R)-2-amino-3-sulfanylpropanoic acid;(2S)-2-hydroxy-2-phenylacetic acid

Procedure

The first step of carrying out the present method is to dissolve free DL-cysteine or cysteine containing excess amount of one of the enantiomers thereof in a liquid medium. Also, optically active mandelic acid is dissolved in the same kind of liquid medium. The latter solution (mandelic acid solution) is gradually added to the former solution (cysteine solution). Then, the less soluble complex will preferentially precipitates or crystallizes out in the mixed solution. Separation of the solid from the liquid gives L-cysteine L-mandelic acid or D-cysteine D-mandelic acid.

Workup

  1. customThen, the less soluble complex will preferentially precipitates
  2. customcrystallizes out in the mixed solution
  3. customSeparation of the solid from the liquid

Sources & evidence

ORD record
ord-7667111caad74c2aaa3acf132fd66e32
Source dataset
uspto-grants-1986_11
Patent number
US04621151

Reaction notes

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