Crystal structure of benzyl 3-oxo-2-oxa-5-azabicyclo[2.2.1]heptane-5-carboxylate
نویسندگان
چکیده
The title compound, C13H13NO4 (also known as N-benzyl-oxycarbonyl-4-hy-droxy-l-proline lactone), crystallizes with two mol-ecules in the asymmetric unit. They have slightly different conformations: the fused ring systems almost overlap, but different C-O-C-C torsion angles for the central chains of -155.5 (2) and -178.6 (2)° lead to different twists for the terminal benzene ring. In the crystal, the mol-ecules are linked by C-H⋯O inter-actions, generating a three-dimensional network. The absolute structure was established based on an unchanging chiral centre in the synthesis.
منابع مشابه
tert-Butyl 3-oxo-2-oxa-5-azabicyclo[2.2.1]heptane-5-carboxylate
The title compound, C(10)H(15)NO(4), also known as N-tert-butyl-oxycarbonyl-allohydr-oxy-l-proline lactone, is quite similar to N-acetyl-allohydr-oxy-l-proline lactone [Lenstra, Petit & Geise (1979 ▶). Cryst. Struct. Commun. 8, 1023-1029], whereby both carbonyl groups point roughly in the same direction because of the trans conformation of the peptide bond.
متن کاملCrystal structure of (1R,4R)-tert-butyl 3-oxo-2-oxa-5-azabicyclo[2.2.2]octane-5-carboxylate
In the title compound, C11H17NO4, commonly known as N-tert-but-oxy-carbonyl-5-hy-droxy-d-pipecolic acid lactone, the absolute configuration is (1R,4R) due to the enantiomeric purity of the starting material which remains unchanged during the course of the reaction. In the crystal there no inter-molecular hydrogen bonds.
متن کاملMutual prodrug of cephazolin and benzydamin: 3-[(1-benzyl-1H-indazol-3-yl)oxy]-N,N-dimethylpropan-1-aminium 3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-7-[(1H-tetrazol-1-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]octane-2-carboxylate (benzydaminium cephazolinate)
In the crystal of the title mol-ecular salt, C(19)H(24)N(3)O(+)·C(14)H(13)N(8)O(4)S(3) (-), the cations and anions are linked by N-H⋯O hydrogen bonds. Short intra-molecular C-H⋯O contacts occur within the anion and inter-molecular C-H⋯O and C-H⋯π bonds help to establish the packing.
متن کاملMethyl 2-diphenylphosphoryloxy-2-azabicyclo[2.2.1]hept-5-ene-3-exo-carboxylate
In the title compound, C(20)H(20)NO(4)P, the dihedral angle between the phenyl rings is 68.52 (7)°. In the crystal structure, the mol-ecules are linked by a weak C-H⋯π(arene) inter-action along [010] involving the phenyl CH group and the phenyl rings. There are no further significant inter-molecular inter-actions.
متن کامل2-Ethyl-8-methoxymethyl-4-oxo-4H-chromen-7-yl (1S,4R)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate
The title compound C(23)H(26)O(7), was prepared by esterification of 2-ethyl-7-hydr-oxy-8-methoxy-methyl-4H-chromen-4-one with (S)-(-)-camphanic chloride. The two rings of the chromone system are coplanar, making a dihedral angle of 1.99 (19)°, and the camphanoyl unit substituted at 7-O retains the original bicyclo-[2.2.1]heptane conformation of the starting reagent.
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عنوان ژورنال:
دوره 71 شماره
صفحات -
تاریخ انتشار 2015