Constituents of Endiandra species. I. Endiandric acid, a novel carboxylic acid from Endiandra introrsa (Lauraceae), and a derived lactone

1981 ◽  
Vol 34 (8) ◽  
pp. 1655 ◽  
Author(s):  
WM Bandaranayake ◽  
JE Banfield ◽  
DSC Black ◽  
GD Fallon ◽  
BM Gatehouse
Keyword(s):  
Acetic Acid ◽  
Carboxylic Acid ◽  
Crystallographic Analysis ◽  
X Ray

X-ray crystallographic analysis shows that endiandric acid and a derived lactone have the respective structures 2-(6'- phenyltetracyclo[5,4,2,03,13,010,12]trideca-4',8'-dien-11'-yl)acetic acid and 12-phenyl-3-oxapentacyclo[7,5,2,02,6,07,15,013,16]hexadecan-4-one.

The Meisenheimer rearrangement in heterocyclic synthesis. II. Synthesis and X-ray crystal structure of a tetrahydro-1H-2,3-benzoxazocine and preparation of a hexahydro-2,3-benzoxazonine

1980 ◽  
Vol 33 (6) ◽  
pp. 1323 ◽  
Author(s):  
JB Bremner ◽  
EJ Browne ◽  
PE Davies ◽  
CLWAH Raston
Keyword(s):  
Molecular Structure ◽  
Crystal Structure ◽  
Acetic Acid ◽  
Crystal And Molecular Structure ◽  
Phosphorus Oxychloride ◽  
Crystallographic Analysis ◽  
Heterocyclic Synthesis ◽  
Reaction Conditions ◽  
X Ray ◽  
Heterocyclic Derivatives

The heterocyclic derivatives, 8,9-dimethoxy-3-methyl-1-phenyl-3,4,5,6- tetrahydro-1H-2,3-benzoxazocine(3a) and 9,10-dimethoxy-3-methyl-1- phenyl-1,3,4,5,6,7-hexahydro-2,3-benzoxazonine (3b),examples of two new ring systems, have been prepared by Meisenheimer rearrangement of the corresponding 2-benzazepine and 2-benzazocine N-oxide derivatives (2a) and (2b). The Bischler-Napieralski-type cyclization reaction was used in the preparation of the tertiary amine precursors of these N-oxides reaction conditions for the cyclization were critical and phosphorus oxychloride in refluxing butanenitrile was found to give the best yields of the seven- or eight-membered cyclic imine intermediates. Reductive cleavage of the benzoxazocine derivative (3a) with zinc in acetic acid followed by N-methylation gave the expected product, [2-{3- (dimethylamino)propyl}-4,5-di-methoxyphenyl]phenylmethanol (12). The crystal and molecular structure of (3a) has been determined by X-ray crystallographic analysis.

scholarly journals Synthetic Studies on Potent Marine Drugs: Synthesis and the Crystal Structure of 6-tert-butyl-4-phenyl-4H-chromene-2-carboxylic Acid

2013 ◽  
Vol 2013 ◽  
pp. 1-9 ◽  
Author(s):  
Hui-Jing Li ◽  
Jun-Li Wang ◽  
Rui Wang ◽  
Dong-Hui Luo ◽  
Yan-Chao Wu
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bond ◽  
Carboxylic Acid ◽  
Methyl Ester ◽  
Crystallographic Analysis ◽  
Antitumor Antibiotic ◽  
Stacking Interactions ◽  
X Ray ◽  
Structural Activity Relationship ◽  
Derivatives Of

4H-Chromene-2-carboxylic acid ester derivatives of renieramycin M might be of use for the structural-activity relationship studies of antitumor antibiotic tetrahydroisoquinoline natural products. Accordingly, 6-tert-butyl-4-phenyl-4H-chromene-2-carboxylic acid, one key intermediate, was synthesized via the condensation of (3E)-2-oxo-4-phenylbut-3-enoate methyl ester with 4-tert-butylphenol in the presence of AuCl3/3AgOTf (5 mol%), followed by cyclodehydration and aqueous hydrolysis. The product was unambiguously shown to the 4H-chromene-2-carboxylic acid by spectroscopy and X-ray crystallographic analysis. A packing diagram of the crystal structure shows that aromaticπ-stacking interactions and O–H⋯O hydrogen bond stabilize the structure in the solid.

Constituents of Endiandra species. V. 2-[3',5'-Dioxo-4'-phenyl-10'-{(E,E)-5''-phenyl-penta-2'',4''-dien-1''-yl}-2',4',6'-triazatetracyclo[5,4,2,02,6,08,11]tridec12'-en-9'-yl]-acetic acid derived from Endiandra introrsa (Lauraceae)

1983 ◽  
Vol 36 (3) ◽  
pp. 627 ◽  
Author(s):  
JE Banfield ◽  
DSC Black ◽  
GD Fallon ◽  
BM Gatehouse
Keyword(s):  
Acetic Acid ◽  
Title Compound ◽  
Mother Liquor ◽  
Crystallographic Analysis ◽  
X Ray ◽  
Naturally Occurring

The structure (9) of the title compound, obtained by treatment of the mother liquor from recrystallization of the naturally occurring acid (6a) with 4-phenyl-1,2,4-triazoline-3,5-dione, has been elucidated by X-ray crystallographic analysis.

Revised Absolute Configurations of Latifolic Acid and the Pyrrolizidine Alkaloid Latifoline

1988 ◽  
Vol 41 (11) ◽  
pp. 1781 ◽  
Author(s):  
JN Roitman ◽  
RY Wong
Keyword(s):  
Carboxylic Acid ◽  
Single Crystal ◽  
Pyrrolizidine Alkaloid ◽  
Crystallographic Analysis ◽  
Side Chain ◽  
X Ray ◽  
The Absolute ◽  
Absolute Stereochemistry

The absolute stereochemistry of (+)- latifolk acid has been determined by single-crystal X-ray crystallographic analysis to be (2S,3R,4R)-3- hydroxy-2,4-dimethyl-5-oxotetrahydrofuran-3-carboxylic acid. The configuration of the three chiral centres is opposite to that presently recorded in the literature. Accordingly, the configuration of the pyrrolizidine alkaloid, latifoline, which includes a latifolic acid side chain, must be revised.

Molecular Cocrystals of Carboxylic Acids. IX. Carboxylic Acid Interactions With Organic Heterocyclic Bases. The Crystal Structures of the Adducts of (2,4-Dichlorophenoxy)acetic Acid With 3-Hydroxypyridine, 2,4,6-Trinitrobenzoic Acid With 2-Aminopyrimidine, and 4-Nitrobenzoic Acid With 3-Amino-1,2,4-triazole

1992 ◽  
Vol 45 (6) ◽  
pp. 969 ◽  
Author(s):  
KA Byriel ◽  
CHL Kennard ◽  
DE Lynch ◽  
G Smith ◽  
JG Thompson
Keyword(s):  
Acetic Acid ◽  
Carboxylic Acid ◽  
Crystal Structures ◽  
Carboxylic Acids ◽  
Spectroscopic Techniques ◽  
X Ray Diffraction ◽  
X Ray ◽  
Nitrobenzoic Acid ◽  
Dichlorophenoxy Acetic Acid ◽  
Heterocyclic Bases

The cocrystal adducts of a number of carboxylic acids with organic heterocyclic bases have been prepared, and their structures and intermolecular interactions interpreted through X-ray diffraction and infrared spectroscopic techniques. The crystal structures of three of these compounds, the 1 : 1 adducts [{(2,4-dich1orophenoxy)acetic acid)(3-hydroxypyridine)] (1), [(2,4,6-trinitrobenzoie acid)(2-aminopyrimidine)] (2), and [(4-nitrobenzoic acid)(3-amino- 1,2,4-trimole)] (3), have been determined by single-crystal X-ray diffraction and refined to residuals R 0.026, 0.033 and 0.040 for 1814, 1531 and 727 observed reflections, respectively.

Molecular Cocrystals of Carboxylic Acids. XXXI Adducts of 2-Aminopyrimidine and 3-Amino-1,2,4-triazole with Heterocyclic Carboxylic Acids

1998 ◽  
Vol 51 (5) ◽  
pp. 403 ◽  
Author(s):  
Daniel E. Lynch ◽  
Tariq Latif ◽  
Graham Smith ◽  
Karl A. Byriel ◽  
Colin H. L. Kennard ◽  
...  
Keyword(s):  
Acetic Acid ◽  
Carboxylic Acid ◽  
Single Crystal ◽  
Carboxylic Acids ◽  
Powder Diffraction ◽  
X Ray Diffraction ◽  
X Ray ◽  
Indole 3 Acetic Acid ◽  
Molecular Adducts

A series of molecular adducts of 2-aminopyrimidine and 3-amino-1,2,4-triazole with heterocyclic carboxylic acids have been prepared and characterized by using X-ray powder diffraction and in four cases by single-crystal X-ray diffraction methods. These four compounds are the (1 : 1) adducts of 2-aminopyrimidine with indole-3-acetic acid [(C4H5N3)(C10H9NO2)], N-methylpyrrole-2-carboxylic acid [(C4H5N3)(C6H7NO2)] and thiophen-2-carboxylic acid [(C4H5N3)(C5H4O2S)], and the (1 : 1) adduct of 3-amino-1,2,4-triazole with thiophen-2-carboxylic acid [(C2H4N4)(C5H4O2S)]. Other compounds described are the (1 : 1) adducts of 3-amino-1,2,4-triazole with indole-3-acetic acid and N-methylpyrrole-2-carboxylic acid.

scholarly journals Crystallization and preliminary X-ray crystallographic analysis of 2-methyl-3-hydroxypyridine-5-carboxylic acid (MHPC) oxygenase fromPseudomonassp. MA-1

2005 ◽  
Vol 61 (3) ◽  
pp. 312-314 ◽  
Author(s):  
Worrapoj Oonanant ◽  
Jeerus Sucharitakul ◽  
Jirundon Yuvaniyama ◽  
Pimchai Chaiyen
Keyword(s):  
Carboxylic Acid ◽  
Crystallographic Analysis ◽  
X Ray

Rearrangements in the Furan Series. V. Reaction of 2,4-Di-p-methylanilino-cyclopent-2-enone With Maleic Anhydride

1991 ◽  
Vol 44 (11) ◽  
pp. 1533 ◽  
Author(s):  
BR Darcy ◽  
KG Lewis ◽  
PJ Oliver ◽  
MF Mackay
Keyword(s):  
Acetic Acid ◽  
Maleic Anhydride ◽  
Spectroscopic Data ◽  
Crystallographic Analysis ◽  
Full Matrix ◽  
Space Group ◽  
X Ray ◽  
Furan Series

A yellow product formed in the reaction of 2,4-di-p-methylanilinocyclopent-2-enone with maleic anhydride has been shown by X-ray crystallographic analysis to be (4′-p-methylanilino-1′-p-methylphenyl-2′,5′-dioxo-1′,2′,3′,5′,6′,6′a- hexahydrocyclopenta[b]pyrrol-3′-yl)acetic acid (3) in accord with the spectroscopic data. Monoclinic crystals of (3) belong to the space group P21/n with a 13.399(2), b 8.386(1), c 17.935(3)Ǻ, β 92.06(2)° and Z 4. Full-matrix refinement with 2292 observed data converged at R 0.063.

Synthesis and Structures of (η3-Methallyl)palladium(II) Complexes with Phosphanylferrocenecarboxylic Ligands

2006 ◽  
Vol 71 (3) ◽  
pp. 279-293 ◽  
Author(s):  
Petr Štěpnička ◽  
Ivana Císařová
Keyword(s):  
Acetic Acid ◽  
Solid State ◽  
Carboxylic Acid ◽  
Single Crystal ◽  
Spectral Methods ◽  
Chelate Complex ◽  
X Ray Diffraction ◽  
X Ray ◽  
Solid State Structures

Di-μ-chlorobis{(η3-methallyl)palladium(II)} (1) reacts with two equivalents of 1'-(diphenylphosphanyl)ferrocene-1-carboxylic acid (Hdpf) and rac-[2-(diphenylphosphanyl)ferrocen-1-yl]acetic acid (rac-Hpfa) to give complexes with P-monodentate phosphanylcarboxylic ligands: [PdCl(η3-CH2C(Me)CH2)(L-κP)], L = Hdpf (2) and rac-Hpfa (4). Similar reactions with the corresponding carboxylate salts (Kdpf and Kpfa) afford, respectively, an ill-defined polymer formulated tentatively [{Pd(η3-CH2C(Me)CH2)(dpf)}n] (3) and the molecular chelate complex [Pd(η3-CH2C(Me)CH2)(pfa-κ2O,P)] (5), which crystallizes as a monohydrate. All compounds were studied by spectral methods (IR and NMR) and the solid-state structures of 2, 4, and 5·H2O were determined by single-crystal X-ray diffraction.

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