Steroids with the β-crotonate (2-butenoate) side chain

1986 ◽  
Vol 51 (1) ◽  
pp. 128-140 ◽  
Author(s):  
Ivan Černý ◽  
Vladimír Pouzar ◽  
Pavel Drašar ◽  
František Tureček ◽  
Miroslav Havel
Keyword(s):  
Double Bond ◽  
Nmr Spectroscopy ◽  
Lithium Salt ◽  
Side Chain ◽  
H Nmr ◽  
C Nmr

Ethyl (20E)-3β-methoxymethoxy-24-nor-5,20(22)-choladien-23-oate (Va) and analogous derivatives with 5α,5β and Δ5,14 steroid moiety (Vb,Vc and Vd, respectively) were prepared by Wittig-Horner reaction of the corresponding ketones IIa-IId with diethyl ethoxycarbonylmethylphosphonate. In this case the reaction affords exclusively the (E)-isomers, in contrast with the Peterson reaction with lithium salt of ethyl 2-(trimethylsilyl)acetate which gives a mixture of (E)- and (Z)-isomers at the Δ20(22) double bond. The structure of the products was confirmed by 1H NMR and 13C NMR spectroscopy. The crotonates Va-Vd were further converted into the 3-O-succinyl derivatives VIIIa-VIIId.

Stereochemistry of some substituted 2-furyl- and 2-thienyl ethylene derivatives. 1H NMR study

1982 ◽  
Vol 47 (12) ◽  
pp. 3412-3417 ◽  
Author(s):  
Miloslava Dandárová ◽  
Jaroslav Kováč ◽  
Daniel Végh ◽  
Vladimír Žvak
Keyword(s):  
Double Bond ◽  
Nmr Spectroscopy ◽  
1H Nmr ◽  
Side Chain ◽  
H Nmr ◽  
Nmr Study ◽  
Thiophene Derivatives

Stereochemistry of (E)- and (Z)-1-(5-nitro-2-furyl)-2-Y-ethylenes and 1-(5-nitro-2-thienyl)-2-Y-ethylenes (where Y = CH3O, 4-CH3C6H4O, N3 and Br) and of E and Z isomers of methyl 2-methyl-3-(2-furyl)propenoate and methyl 2-methyl-3-(2-thienyl)propenoate was studied by 1H NMR spectroscopy. With 1-(5-nitro-2-furyl)-2-Y-ethylenes, it was found that the preferred conformation of the furyl substituent relative to the side chain double bond is s-trans in the E isomers and s-cis in the Z isomers. The s-cis conformation is prevailing in both isomers of methyl 2-methyl-3-(2-furyl)propenoate. The E and Z isomers of all studied thiophene derivatives exist in the s-trans conformation.

scholarly journals N-alkyl-N-(phosphonoethyl) substituted (meth)acrylamides – new adhesive monomers for self-etching self-priming one part dental adhesive

2009 ◽  
Vol 5 ◽  
Author(s):  
Joachim E Klee ◽  
Uwe Lehmann
Keyword(s):  
Refractive Index ◽  
Double Bond ◽  
Nmr Spectroscopy ◽  
Hydrolytic Stability ◽  
Dental Adhesive ◽  
H Nmr ◽  
Acrylamide Monomers ◽  
Carboxylic Esters ◽  
C Nmr

Novel N-alkyl-N-(phosphonoethyl) substituted mono-, bis- and tris(meth)acrylamides 3 were synthesized by two different three-step reactions and characterized by IR, 1H NMR and 13C NMR spectroscopy as well as refractive index and viscosity. The phosphonoethyl substituted (meth)acrylamide monomers show improved hydrolytic stability compared to carboxylic esters. The highest stability was found for the phosphonoethyl substituted acrylamide monomers. Acrylamides have a larger polymerization enthalpy ranging from −50 to −70 kJ·mol−1 per double bond compared to methacrylamides which show −8.57 to −25.1 kJ·mol−1 per double bond. Depending on their structure (meth)acrylamides 3 exhibit an adhesion to enamel and dentin up to 19.5 MPa. The monomer 3c shows the highest adhesion values to both substrates, namely 15.3 ± 3.4 MPa to enamel and 18.5 ± 2.3 MPa to dentin.

1H and 13C NMR study of some substituted 2-furyl- and 2-thienylethylene derivatives

1986 ◽  
Vol 51 (4) ◽  
pp. 889-898 ◽  
Author(s):  
Miloslava Dandárová ◽  
Daniel Végh ◽  
Jaroslav Kováč ◽  
Igor Goljer ◽  
Nadežda Prónayová ◽  
...  
Keyword(s):  
Double Bond ◽  
Heterocyclic Ring ◽  
Coupling Constants ◽  
Side Chain ◽  
1H And 13C Nmr ◽  
H Nmr ◽  
Nmr Data ◽  
Nmr Study ◽  
Thiophene Derivatives ◽  
C Nmr

The 1H and 13C NMR spectral data of 1-(5-nitro-2-furyl)-2-X-2-Y-ethylenes and some their thienyl analogues are presented. Geometrical arrangement of the trisubstituted ethylenes was adduced from vicinal coupling constants 3J(C, H) for the carbon atom at the functional group attached to the double bond and the ethylene proton. The orientation of the heterocyclic ring towards the double bond of the side chain was determined from the 1H NMR data. The preferred s-cis or s-trans conformations of 5-nitro-2-furylethylene derivatives is substituent at the double bond dependent; all thiophene derivatives under study were found in the s-trans conformation.

E-Homolupane Derivatives Substituted in Position 17 and 22a. 1H NMR, 13C NMR and IR Spectra

1995 ◽  
Vol 60 (4) ◽  
pp. 619-635 ◽  
Author(s):  
Václav Křeček ◽  
Stanislav Hilgard ◽  
Miloš Buděšínský ◽  
Alois Vystrčil
Keyword(s):  
Nmr Spectra ◽  
2D Nmr ◽  
Coupling Constants ◽  
Side Chain ◽  
Oxidation Reactions ◽  
H Nmr ◽  
Complete Assignment ◽  
Nmr Techniques ◽  
Intramolecular Association ◽  
C Nmr

A series of derivatives with various oxygen functionalities in positions 17,22a or 19,20 was prepared from diene I and olefin XVI by addition and oxidation reactions. The structure of the obtained compounds was confirmed by 1H NMR, 13C NMR and IR spectroscopy. The kind of intramolecular association of the 17α-hydroxy group was studied in connection with modification of the side chain and substitution in position 22a. Complete assignment of the hydrogen signals and most of the coupling constants was accomplished using a combination of 1D and 2D NMR techniques. The 1H and 13C NMR spectra are discussed.

Synthesis, Characterization and Complexation Studies with K + and Ca2+ Cations of trans-1.2-Cyclohexanedioxydiacetamides

1988 ◽  
Vol 43 (2) ◽  
pp. 165-170 ◽  
Author(s):  
Whei Oh Lin ◽  
Maria C. B. V. de Souza ◽  
Helmut G. Alt
Keyword(s):  
Nmr Spectroscopy ◽  
Mass Spectroscopy ◽  
H Nmr ◽  
Coordination Sites ◽  
Complexation Studies ◽  
Ir And Nmr Spectroscopy ◽  
Elemental Analyses ◽  
C Nmr

The synthesis of trans-1.2-cyclohexanedioxydiacetamides starting with trans-1.2-cyclohexane-diol is described. Eleven of these compounds are characterized by IR, 1H NMR, 13C NMR and mass spectroscopy as well as elemental analyses. Most of these compounds are suitable ionophors for the cations K+ and Ca2+. The coordination sites of these ligands in the 1:2 complexes were determined by IR and NMR spectroscopy

[Zn(phen)2(CX3COO)]+, X = H orCl; Influence of X on the Coordination Mode of the Carboxylate Group (phen = 1,10-Phenanthroline)

2005 ◽  
Vol 60 (10) ◽  
pp. 1049-1053 ◽  
Author(s):  
Zeanab Talaei ◽  
Ali Morsali ◽  
Ali R. Mahjoub
Keyword(s):  
Nmr Spectroscopy ◽  
Elemental Analysis ◽  
Coordination Mode ◽  
Bidentate Ligand ◽  
Carboxylate Group ◽  
X Ray ◽  
X Ray Crystallography ◽  
H Nmr ◽  
Coordinate Geometry ◽  
C Nmr

Two new ZnII(phen)2 complexes with trichloroacetate and acetate anions, [Zn(phen)2(CCl3COO)- (H2O)](ClO4) and [Zn(phen)2(CH3COO)](ClO4), have been synthesized and characterized by elemental analysis, IR, 1H NMR, 13C NMR spectroscopy. The single crystal X-ray data of these compounds show the Zn atoms to have six-coordinate geometry. From IR spectra and X-ray crystallography it is established that the coordination of the COO− group is different for trichloroacetate and acetate. The former acts as a monodentate whereas the latter acts as a bidentate ligand.

scholarly journals Three-Dimensional Supramolecular Network Directed by Intermolecular Interactions in [Pb2(dmp)2(hfacac)4]

2009 ◽  
Vol 6 (4) ◽  
pp. 1085-1090
Author(s):  
Farzin Marandi ◽  
Lotfali Saghatforoush ◽  
Hossein Farzaneh
Keyword(s):  
Crystal Structure ◽  
Nmr Spectroscopy ◽  
Three Dimensional ◽  
Supramolecular Network ◽  
Stacking Interactions ◽  
H Nmr ◽  
Noncovalent Bond ◽  
Donor And Acceptor ◽  
Anionic Ligands ◽  
C Nmr

To investigate the interactions between noncovalent bond donor and acceptor giving rise to three dimensional networks, compound [Pb2(dmp)2(hfacac)2] (1) (dmp = 2,9-dimethyl-1,10-henanthroline and Hhfacac = hexafluoroacetylacetonate) has been prepared and characterized by elemental analysis, IR,1H NMR, and13C NMR spectroscopy and its crystal structures was investigated. The single crystal structure show the coordination number of Pb(II) to be eight with twoN-donor atoms from a “dmp” ligand and sixO-donors from the anionic ligands. The supramolecular structure of 1 is realized by weak directional C–H∙∙∙O–C, C–F∙∙∙F–C andπ–πstacking interactions.

Synthesis and Pharmacological Activities of Some New 2-[1-Heptyl-3-(4- methoxybenzyl)-5-oxo-1,5-dihydro-4H-1,2,4-triazol-4-yl]acetohydrazide Derivatives

2014 ◽  
Vol 69 (9-10) ◽  
pp. 969-981 ◽  
Author(s):  
Olcay Bekircan ◽  
Emre Mentese ◽  
Serdar Ulker
Keyword(s):  
Nmr Spectroscopy ◽  
Elemental Analysis ◽  
Lipase Activity ◽  
Spectral Studies ◽  
Antituberculosis Activity ◽  
Pharmacological Activities ◽  
Mass Spectral ◽  
H Nmr ◽  
Acetohydrazide Derivative ◽  
C Nmr

Abstract In the present investigation, the key intermediate acetohydrazide derivative 5 was synthesized starting from 3-(4-methoxybenzyl)-4-amino-4,5-dihydro-1,2,4-triazol-5-one (1) by a four-step reaction. Thiosemicarbazides 6a-f and arylidenehydrazide derivatives 8a-d were obtained from compound 5. The cyclization of compounds 6a-f in the presence of NaOH resulted in the formation of compounds 7a-f. The compounds were characterized by IR, 1H NMR, 13C NMR spectroscopy, elemental analysis and mass spectral studies. The compounds were tested for their anti-lipase, anti-α-glucosidase and anti-mycobacterial activities. Compounds 6b and 8c exhibited excellent anti-lipase activity, and compound 8d showed excellent anti-a-glucosidase activity. Compounds 3 and 4 exhibited good antituberculosis activity

scholarly journals Synthesis of cis, cis-1,3,5-trisubstituted cyclohexane based chelators with polyfunctional pendant arms

2005 ◽  
Vol 2005 (1) ◽  
pp. 43-45 ◽  
Author(s):  
Minati Baral ◽  
B.K. Kanungo ◽  
Peter Moore
Keyword(s):  
Schiff Base ◽  
Nmr Spectroscopy ◽  
Organic Compounds ◽  
Elemental Analysis ◽  
H Nmr ◽  
Benzenetricarboxylic Acid ◽  
New Compounds ◽  
Pendant Arms ◽  
C Nmr

Some novel organic compounds of the type: cis, cis-1,3,5-tris(X)cyclohexane, where X= –CONH(CH2)2NH2, –CONH(CH2)3NH2, –CONH(CH2)2NCH –C6H4OH, CONH(CH2)3NCHC6H4OH, which are expected to function as potential polydentate chelators have been synthesised from 1,3,5-benzenetricarboxylic acid through multi-steps reactions. 1,3,5-benzenetricarboxylic acid was reduced to cis, cis-1,3,5-tris(ethylcarboxylate)cyclohexane, which on reaction with excess of 1,2-diaminoethane and 1,2-diaminopropane afforded two new compounds. Condensation of the obtained derivatives with three equivalents of salicylaldehyde resulted the formation of two new Schiff base compounds. All the compounds were characterised by a combination of elemental analysis, mass, IR, UV-Vis, 1H NMR and 13C NMR spectroscopy.

scholarly journals Isomeric Di-C-glycosylflavones in Fig (Ficus carica L.)

1985 ◽  
Vol 40 (1-2) ◽  
pp. 8-12 ◽  
Author(s):  
Fred Siewek ◽  
Karl Herrmann ◽  
Lutz Grotjahn ◽  
Victor Wray
Keyword(s):  
Nmr Spectroscopy ◽  
Reversed Phase ◽  
Ficus Carica ◽  
Preparative Hplc ◽  
H Nmr ◽  
Gradient Hplc ◽  
C Nmr

Two isomeric C-glycosides of apigenin (apigenin-6-C-glucosyl-8-C-arabinoside (schaftoside), apigenin-6-C-arabinosyl-8-C-glucoside (isoschaftoside)) were isolated from leaves of Ficus carica with preparative HPLC. 1The glycosides were identified by UV-, 1H-NMR-, 13C-NMR-spectroscopy and FAB-MS. Their concentration in fruits and leaves were determined by gradient HPLC on reversed phase material.

Sign in / Sign up

Export Citation Format

Share Document