Crystal structure of (5R)-5-[(1S)-1,2-dihydroxyethyl]-4-methoxy-3-phenyl-2,5-dihydrofuran-2-one

被引:1
|
作者
Kote, Santosh R. [1 ]
Thopate, Shankar R. [1 ]
Gupta, Sushil K. [2 ]
Butcher, Ray J. [3 ]
机构
[1] Ahmednagar Coll, Post Grad Sch Biol Studies, Dept Chem, Ahmednagar 414001, India
[2] Jiwaji Univ, Sch Studies Chem, Gwalior 474011, India
[3] Howard Univ, Dept Chem, Washington, DC 20059 USA
来源
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS | 2014年 / 70卷
关键词
Crystal structure; L-ascorbic acid derivative; hydrogen bonding; crystal structure;
D O I
10.1107/S1600536814021370
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
In the title compound, C13H14O5, the furan ring is essentially planar [maximum deviation = 0.031 (3) angstrom] with a stereogenic center (R) at the sp(3) hybridized C atom. The C atom bearing the dihydroxy ethyl group is S. The absolute configuration is based on the precursor in the synthesis. The two O-H groups are in an anti conformation with respect to each other. The mean plane of the furanone group is twisted by 8.2 (4)degrees from that of the phenyl ring. In the crystal, molecules are linked by O-H center dot center dot center dot O hydrogen bonds involving furanone C=O groups and symmetry-related hydroxy groups, forming a two-dimensional network parallel to (001). Weak C-H center dot center dot center dot O hydrogen bonds are observed within the two-dimensional network.
引用
收藏
页码:O1141 / +
页数:9
相关论文
共 50 条
  • [21] Synthesis, crystal structure, spectral and antimicrobial studies of 4-(2,5-dimethoxybenzaldehydene)-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one
    Mohan, A. Sheena
    Asha, A.
    Suma, S.
    Sudarsanakumar, M. R.
    Kurup, M. R. Prathapachandra
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 2020, 97 (11A) : 2274 - 2281
  • [22] Crystal structure of 1-[(1S,2R)-2-hydroxy-1-methyl-2-phenylethyl]pyrrolidinium 2-amino-5-chlorobenzoate
    Li, Yunli
    Li, Zhanjun
    Hu, Yanjie
    Li, Wen
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2015, 71 : O584 - +
  • [23] Crystal structure of 4-[(2,4-dichlorophenyl)(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-y1)methyl]-5-methyl-2- phenyl-2,3-dihydro-1H-pyrazol-3-one
    Kumar, Balbir
    Mahajan, Hitesh
    Paul, Satya
    Kant, Rajni
    Gupta, Vivek K.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2015, 71 : O805 - U651
  • [24] Structure of (+/-)-1,2;4,5-di-O-cyclohexylidene myo-inositol and synthesis of myo-inositol 3-phosphate via its phosphorylation with (2R,4S,5R)-2-chloro-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidin-2-one
    Spiers, ID
    Schwalbe, CH
    Blake, AJ
    Solomons, KRH
    Freeman, S
    CARBOHYDRATE RESEARCH, 1997, 302 (1-2) : 43 - 51
  • [25] The mechanism of cyclotrimerisation of phenylvinylketones and the crystal structures of 1-((1R*,2S*,3R*,5S*)- and 1-((1R*,2S*,3R*,5R*)3,5-dibenzoyl-2-hydroxy-2-phenylcyclohexylmethyl)-pyrrolidin-2-one
    Mohrle, H
    Wille, R
    Middelhauve, B
    Mootz, D
    Wunderlich, H
    ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 1997, 52 (07): : 859 - 872
  • [26] Synthesis and crystal structure of 5-(3,4-dimethoxyphenyl)-1-phenyl-3-hydroxypyrazole
    Ma, J
    Zhu, HJ
    Wei, CM
    Song, GL
    Wang, JT
    CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2004, 23 (11) : 1312 - 1315
  • [27] Synthesis and Crystal Structure of (1R,2S,5R,8S,9R,10S)-8-Methyl-4-aza-5-phenyl-7-oxatetracyclo[8.2.1.02,9.04,8]-11-en-3-one
    Ye, JL
    Wei, ZB
    Chen, Z
    Huang, PQ
    CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2003, 22 (02) : 228 - 232
  • [28] Crystal structure of (E)-2-[(2S,5R)-2isopropyl-5-methylcyclohexylidene]hydrazine-1-carbothioamide
    de Oliveira, Adriano Bof
    Beck, Johannes
    Daniels, Joerg
    de Farias, Renan Lira
    de Godoy Netto, Adelino Vieira
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2014, 70 : O903 - +
  • [29] (1R,2S,5R)-5-Methyl-2-[2-(4-nitrophenyl)propan-2-yl]cyclohexyl 2-(4-methoxyphenyl)-2,5-dihydro-1H-pyrrole-1-carboxylate: crystal structure and Hirshfeld analysis
    Zukerman-Schpector, Julio
    Soto-Monsalve, Monica
    De Almeida Santos, Regina H.
    Machado, Angelo H. L.
    Correia, Carlos Roque D.
    Jotani, Mukesh M.
    Tiekink, Edward R. T.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2018, 74 : 414 - +
  • [30] Crystal structure of (4E)-4-(8-methoxy-2H-chromen-2-ylidene)-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one
    Salim, Muhammad
    Munawar, Munawar Ali
    Tahir, Muhammad Nawaz
    Shahid, Muhammad
    Malik, Khizar Iqbal
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2015, 71 : O414 - U347