Crystallization induced asymmetric transformation: Synthesis of D-p-hydroxyphenylglycine

Article abstract of DOI:10.1080/00397919408010553

D-p-hydroxyphenylglycine (D-HPG) is prepared from racemic HPG via salicylaldehyde mediated resolution-racemization of the corresponding D-3-bromocamphor-8-sulfonate salt in acetic acid. After slurry purification to improve the de to > 99.9%, the crystallized salt is neutralized to produce D-HPG in 92% overall yield and 99.9% ee.

Full text of DOI:10.1080/00397919408010553

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Synthetic Communications: An
International Journal for Rapid
Communication of Synthetic
Organic Chemistry
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Crystallization Induced
Asymmetric Transformation:
Synthesis of D-p-
Hydroxyphenylglycine
Apurba Bhattacharya a , Carina Araullo-Mcadams a &
Michael B Meier a
a Hoechst Celanese Corporation, Corpus Christi
Technical Center, P. O. Box 9077, Corpus Christi,
Texas, 78469, U.S.A.
Published online: 16 Feb 2007.
To cite this article: Apurba Bhattacharya , Carina Araullo-Mcadams & Michael B
Meier (1994): Crystallization Induced Asymmetric Transformation: Synthesis of D-p-
Hydroxyphenylglycine, Synthetic Communications: An International Journal for Rapid
Communication of Synthetic Organic Chemistry, 24:17, 2449-2459
To link to this article: http://dx.doi.org/10.1080/00397919408010553
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