Optically Active Amines. I. N-Isopropylidene Derivatives of Optically Active Open Chain Primary Amines and Their Rotatory Powers

1962 ◽  
Vol 84 (8) ◽  
pp. 1513-1514 ◽  
Author(s):  
Howard E. Smith ◽  
Mitchum E. Warren ◽  
Arthur W. Ingersoll
Keyword(s):  
Optically Active ◽  
Primary Amines ◽  
Open Chain ◽  
Isopropylidene Derivatives ◽  
Derivatives Of

Optical and geometric isomers of some fatty acids with vicinal hydroxy groups

1967 ◽  
Vol 45 (11) ◽  
pp. 1259-1265 ◽  
Author(s):  
D. F. Ewing ◽  
C. Y. Hopkins
Keyword(s):  
Chemical Shift ◽  
Seed Oil ◽  
Optically Active ◽  
Geometric Isomers ◽  
Nuclear Magnetic Resonance Spectra ◽  
Significant Difference ◽  
Isopropylidene Derivatives ◽  
Hydroxy Groups ◽  
Derivatives Of ◽  
Long Chain

Racemic threo-9,10-dihydroxypalmitic acid was resolved by means of the brucine salts into the optically active forms. Levorotatory threo-11,12-dihydroxyeicosanoic acid was obtained from the corresponding racemate by crystallization of the ephedrine salts.The conformation of the geometric isomers of certain dihydroxy long-chain acids and their derivatives was studied by means of nuclear magnetic resonance spectra. There was a small but significant difference in the chemical shift of the CH protons in the ( ± )-threo acid as compared with those in the ( ± )-erythro acid. This was observed in 9,10-dihydroxypalmitic, 9,10-dihydroxystearic, and 11,12-dihydroxyeicosanoic acids. A similar but larger difference in the chemical shift (0.49 p.p.m.) was observed for the CH protons in the O-isopropylidene derivatives of the same acids. These differences are discussed and correlated with the stereochemistry of the dihydroxy acids and the corresponding 1,3-dioxolanes.cis-( + )-12,13-Epoxyoleic acid was isolated from the seed oil of Vernonia colorata. ( − )-threo-12,13-Dihydroxyoleic acid was prepared from the oil of V. cinerea.

scholarly journals Enantioselective Transfer Aminoallylation: Synthesis of Optically Active Homoallylic Primary Amines.

ChemInform ◽  
2007 ◽  
Vol 38 (1) ◽  
Author(s):  
Masaharu Sugiura ◽  
Chieko Mori ◽  
Shu Kobayashi
Keyword(s):  
Optically Active ◽  
Primary Amines

Cyclic amidines derived from benz[c,d]indole and 4,5-dihydro-3H-1-benzazepine including some related compounds: Synthesis and pharmacological screening

1985 ◽  
Vol 50 (8) ◽  
pp. 1888-1898 ◽  
Author(s):  
Miroslav Protiva ◽  
Zdeněk Šedivý ◽  
Jiří Holubek ◽  
Emil Svátek ◽  
Jiří Němec
Keyword(s):  
Titanium Tetrachloride ◽  
Aqueous Sodium Hydroxide ◽  
Secondary Amines ◽  
Primary Amines ◽  
Open Chain ◽  
Lithium Aluminium ◽  
Pharmacological Screening ◽  
Antiinflammatory Effects ◽  
Related Compounds ◽  
Sodium Amide

Reactions of naphthostyril (I) with primary and secondary amines and titanium tetrachloride afforded cyclic amidines III-IX. Hydrogenation of I on Pd-C resulted in the 6,7,8,8a-tetrahydro derivative X which gave by treatment with sodium amide and 3-dimethylaminopropyl chloride the N-(aminoalkyl) compound XI. Reduction of I and its N-methyl derivative II with sodium amalgam in aqueous sodium hydroxide gave the 2a,3,4,5-tetrahydro derivatives XII and XIII. Reaction of XIII with sodium amide and 3-dimethylaminopropyl chloride afforded the 2a-(aminoalkyl) compound XIV. 1,3,4,5-Tetrahydro-1-benzazepin-2-one (XV) treated with primary amines and titanium tetrachloride gave the amidines XVI-XVIII. 3-Methyl-7,8,9,9a-tetrahydro-1H-benz[d,e]isoquinoline (XIX) was reduced with sodium borohydride to compound XX which was alkylated with propargyl bromide to 1-methyl-2-propargyl-2,3,3a,4,5,6-hexahydro-1H-benz[d,e]isoquinoline (XXI). An attempt to prepare the 2-(2-phenylethyl) analogue by treatment of compound XX with phenylacetyl chloride and by the following reduction with lithium aluminium hydride resulted in the open-chain amine XXII. The lactams I, II, X, and XIII showed some discoordinating, hypothermic, peripheral vasodilating, hyperglycaemic, diuretic and antiinflammatory effects. The amidines III-IX and XVI-XVIII had local anaesthetic, slight hypotensive, antiarrhythmic, peripheral myorelaxant, papaverine-like spasmolytic and thiopental potentiating effects.

Novel optically active organometallic derivatives of fullerenes with non-central types of chirality in addends: synthetic and CD studies

2009 ◽  
Vol 50 (38) ◽  
pp. 5347-5350 ◽  
Author(s):  
Viatcheslav I. Sokolov ◽  
Vasily V. Bashilov ◽  
Fedor M. Dolgushin ◽  
Natalya V. Abramova ◽  
Kyrill K. Babievsky ◽  
...  
Keyword(s):  
Optically Active ◽  
Cd Studies ◽  
Derivatives Of

Preparation and Disulfide Interchange Reactions of Unsymmetrical Open-chain Derivatives of Cystine

1959 ◽  
Vol 81 (7) ◽  
pp. 1729-1734 ◽  
Author(s):  
Leonidas Zervas ◽  
Leo Benoiton ◽  
Ellinor Weiss ◽  
Milton Winitz ◽  
Jesse P. Greenstein
Keyword(s):  
Open Chain ◽  
Derivatives Of ◽  
Interchange Reactions

Cyclic phosphites based on O-isopropylidene derivatives of D-mannitol

1970 ◽  
Vol 19 (7) ◽  
pp. 1580-1582
Author(s):  
O. V. Voskresenskaya ◽  
P. A. Kirpichnikov ◽  
�. T. Mukmenev
Keyword(s):  
Isopropylidene Derivatives ◽  
Derivatives Of
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