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Oishi T, Yasushima D, Yuasa K, et al. Crystal structure of (+)-methyl (E)-3-[(2S,4S,5R)-2-amino-5-hy-droxy-meth-yl-2-tri-chloro-methyl-1,3-dioxolan-4-yl]-2-methyl-prop-2-enoate. Acta Crystallogr E Crystallogr Commun. 2016;72:343-6doi: 10.1107/S2056989016002474.
Oishi, T., Yasushima, D., Yuasa, K., Sato, T., & Chida, N. (2016). Crystal structure of (+)-methyl (E)-3-[(2S,4S,5R)-2-amino-5-hy-droxy-meth-yl-2-tri-chloro-methyl-1,3-dioxolan-4-yl]-2-methyl-prop-2-enoate. Acta crystallographica. Section E, Crystallographic communications, 72343-6. https://doi.org/10.1107/S2056989016002474
Oishi, Takeshi, et al. "Crystal structure of (+)-methyl (E)-3-[(2S,4S,5R)-2-amino-5-hy-droxy-meth-yl-2-tri-chloro-methyl-1,3-dioxolan-4-yl]-2-methyl-prop-2-enoate." Acta crystallographica. Section E, Crystallographic communications vol. 72 (2016): 343-6. doi: https://doi.org/10.1107/S2056989016002474
Oishi T, Yasushima D, Yuasa K, Sato T, Chida N. Crystal structure of (+)-methyl (E)-3-[(2S,4S,5R)-2-amino-5-hy-droxy-meth-yl-2-tri-chloro-methyl-1,3-dioxolan-4-yl]-2-methyl-prop-2-enoate. Acta Crystallogr E Crystallogr Commun. 2016 Feb 17;72:343-6. doi: 10.1107/S2056989016002474. eCollection 2016 Mar 01. PMID: 27006804; PMCID: PMC4778842.
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Acta Crystallogr E Crystallogr Commun. 2016 Feb 17;72:343-6. doi: 10.1107/S2056989016002474. eCollection 2016 Mar 01.

Crystal structure of (+)-methyl (E)-3-[(2S,4S,5R)-2-amino-5-hy-droxy-meth-yl-2-tri-chloro-methyl-1,3-dioxolan-4-yl]-2-methyl-prop-2-enoate.

Acta crystallographica. Section E, Crystallographic communications

Takeshi Oishi, Daichi Yasushima, Kihiro Yuasa, Takaaki Sato, Noritaka Chida

Affiliations

  1. School of Medicine, Keio University, Hiyoshi 4-1-1, Kohoku-ku, Yokohama 223-8521, Japan.
  2. Department of Applied Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi 3-14-1, Kohoku-ku, Yokohama 223-8522, Japan.

PMID: 27006804 PMCID: PMC4778842 DOI: 10.1107/S2056989016002474

Abstract

In the title compound, C10H14Cl3NO5, the five-membered dioxolane ring adopts an envelope conformation. The C atom at the flap, which is bonded to the hy-droxy-methyl substituent, deviates from the mean plane of other ring atoms by 0.357 (5) Å. There are two intra-molecular hydrogen bonds (O-H⋯N and N-H⋯O) between the hy-droxy and amino groups, so that O- and N-bound H atoms involved in these hydrogen bonds are each disordered with equal occupancies of 0.50. The methyl 2-methyl-prop-2-enoate substituent also shows a disordered structure over two sets of sites with refined occupancies of 0.482 (5) and 0.518 (5). In the crystal, mol-ecules are connected into a dimer by an O-H⋯O hydrogen bond. The dimers are further linked by N-H⋯O, C-H⋯N and C-H⋯O inter-actions, extending a sheet structure parallel to ([Formula: see text]01).

Keywords: amino group; crystal structure; dioxolane; disorder; hydrogen bonding; hy­droxy group; ortho­amide

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