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N-Cinnamoyl-l-phenyl-alanine methyl ester.

ABSTRACT: As part of an ongoing investigation into the development of N-substituted amino acids as building blocks for dynamic combinatorial chemistry, we report the structure of the title compound, C(19)H(19)NO(3). This compound crystallizes as discrete mol-ecules. The cinnamoyl group is non-planar, with the phenyl ring and the amide twisted out of the ethyl-ene plane. The benzyl and ester groups lie above and below the amide plane. The mol-ecules stack along the crystallographic c axis, connecting through C(4) chains of N-H?O hydrogen bonds, with the extended structure stabilized by C-H?O inter-actions and ?-? inter-actions [centroid-to-centroid distances 3.547?(8) and 3.536?(8)?Å].

SUBMITTER: Bornaghi LF

PROVIDER: S-EPMC2915208 | biostudies-literature | 2007 Dec

REPOSITORIES: biostudies-literature

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N-Cinnamoyl-l-phenyl-alanine methyl ester.

Bornaghi Laurent F LF Poulsen Sally-Ann SA Healy Peter C PC White Alan R AR

Acta crystallographica. Section E, Structure reports online 20071206 Pt 1

As part of an ongoing investigation into the development of N-substituted amino acids as building blocks for dynamic combinatorial chemistry, we report the structure of the title compound, C(19)H(19)NO(3). This compound crystallizes as discrete mol-ecules. The cinnamoyl group is non-planar, with the phenyl ring and the amide twisted out of the ethyl-ene plane. The benzyl and ester groups lie above and below the amide plane. The mol-ecules stack along the crystallographic c axis, connecting throu ...[more]

PMID: 21200703

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