Chiral Synthesis of L-γ-Carboxylgutamic Acid (L-Gla)

DOI: 10.1016/0040-4039(94)02418-B

Source and publish data:

Tetrahedron Letters p. 825 - 828 (1995)

Update date:2022-08-05

Topics:

Authors:

Schuerman, Marla A.

Keverline, Kathryn I.

Hiskey, Richard G.

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Article abstract of DOI:10.1016/0040-4039(94)02418-B

A two step synthesis involving the use of a chiral template, benzyl (2R,3S)-(-)-6-oxo-2,3-diphenyl-4-morpholine-carboxylate (5a), provides orthogonally protected L-Gla (9) in 60percent overall yield (>99percent ee), with no resolution required.

Full text of DOI:10.1016/0040-4039(94)02418-B

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Product name:2-((3S,5S,6R)-4-Benzyloxycarbonyl-2-oxo-5,6-diphenyl-morpholin-3-ylmethyl)-malonic acid di-tert-butyl ester

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