The reaction of isopropenyl methyl ether with aldohexoses and their derivatives

1978 ◽  
Vol 31 (6) ◽  
pp. 1371 ◽  
Author(s):  
C Copeland ◽  
RV Stick
Keyword(s):  
Methyl Ether ◽  
Isopropylidene Derivatives

Methyl α-D-mannopyranoside, D-mannose, D-gulose and D-galactose have been converted into their 4,6-O-isopropylidene derivatives by use of isopropenyl methyl ether. The same reagent converts D-gulono- and D- galactono-1,4-lactones into their 5,6-O-isopropylidene derivatives.

STUDIES ON REACTIONS RELATING TO CARBOHYDRATES AND POLYSACCHARIDES: XLIII. CYCLIC ACETAL AND KETAL FORMATION FROM α-PHENYL GLYCEROL AS FURTHER EXAMPLES OF THE "RING PARTITION PRINCIPLE"

1932 ◽  
Vol 7 (6) ◽  
pp. 629-642 ◽  
Author(s):  
Muriel E. Platt ◽  
Harold Hibbert
Keyword(s):  
Methyl Ether ◽  
Condensation Product ◽  
Direct Synthesis ◽  
Cyclic Acetal ◽  
Partition Theory ◽  
Ring Compounds ◽  
Viscous Oil ◽  
Partition Principle ◽  
Isopropylidene Derivatives ◽  
Crystalline Forms

The work represents an extension of the "Hibbert-Michael ring partition theory" to the interaction of α-phenyl glycerol with acetone and p-nitrobenzaldehyde respectively. The α-phenyl glycerol was prepared in the form of a pure crystalline product from cinnamyl alcohol and on condensation with acetone yielded the two expected, isomeric, five-membered (dioxolane) ring compounds. These two isopropylidene derivatives were isolated and their structures definitely determined by the usual hydrolysis and methylation technique. In this manner the corresponding α- and γ-methyl ethers of α-phenyl glycerol were isolated, the identity of which had been previously settled by direct synthesis employing well-established reactions.The β-methyl ether of α-phenyl glycerol was obtained by methylating crystalline 1:3 p-nitrobenzylidene α-phenyl glycerol and then hydrolyzing the ether.Condensation of p-nitrobenzaldehyde with α-phenyl glycerol should yield, according to the "ring partition principle", one six- and two five-membered cyclic acetals.The crystalline isomer separating from the crude condensation product was shown to be the six-membered cyclic acetal. Removal of this left a viscous oil containing the five-membered acetals which, on methylation, and subsequent hydrolysis, yielded a small amount of the γ-methyl ether of α-phenyl glycerol, thus indicating the presence of some 1:2 p-nitrobenzylidene glycerol in the original reaction product. Due to the large number of theoretically possible five-membered rings it was not found possible to isolate, or prove the presence of, both five-membered acetals in the oil left after removal of the crystalline six-membered acetal. Presumably both of the structural five-membered acetals were formed, but due to their mutual solubility relations it was not possible to bring about a separation of crystalline forms.

A test of the effects of pregnenolone methyl ether on subjective feelings of B-29 crews after a twelve-hour mission.

1955 ◽  
Author(s):  
Saul B. Sells ◽  
John R. Barry ◽  
David K. Trites ◽  
Herman I. Chinn
Keyword(s):  
Methyl Ether

Observations on a Relationship between Steroid Metabolism and the Concentration of Plasma Fibrinogen

1963 ◽  
Vol 10 (02) ◽  
pp. 400-405 ◽  
Author(s):  
B. A Amundson ◽  
L. O Pilgeram
Keyword(s):  
Blood Coagulation ◽  
Methyl Ether ◽  
Broad Spectrum ◽  
Human Subjects ◽  
Plasma Fibrinogen ◽  
Steroid Metabolism ◽  
Specific Site ◽  
Chain Reaction ◽  
Normal Human ◽  
A Chain

SummaryEnovid (5 mg norethynodrel and 0.075 mg ethynylestradiol-3-methyl ether) therapy in young normal human subjects causes an increase in plasma fibrinogen of 32.4% (P >C 0.001). Consideration of this effect together with other effects of Enovid on the activity of specific blood coagulatory factors suggests that the steroids are exerting their effect at a specific site of the blood coagulation and/or fibrinolytic system. The broad spectrum of changes which are induced by the steroids may be attributed to a combination of a chain reaction and feed-back control.

Excess volumes and refractive indices in the benzene-tert-amyl methyl ether and cyclohexane-tert-amyl methyl ether systems at 298.15 K

1987 ◽  
Vol 52 (12) ◽  
pp. 2839-2843 ◽  
Author(s):  
Jan Linek
Keyword(s):  
Methyl Ether ◽  
Excess Molar Volumes ◽  
Excess Volumes ◽  
Refractive Indices ◽  
Molar Volumes ◽  
Vibrating Tube Densimeter ◽  
Ether System

Excess molar volumes in the benzene-tert-amyl methyl ether and cyclohexane-tert-amyl methyl ether systems were measured by a vibrating-tube densimeter at 298.15 K and compared with the data for the methanol-tert-amyl methyl ether system determined previously. Besides, the refractive indices in both the systems were measured at the same temperature.

Crystal Structures of Two New Cyclosporin Clathrates

2000 ◽  
Vol 65 (12) ◽  
pp. 1950-1958 ◽  
Author(s):  
Michal Hušák ◽  
Bohumil Kratochvíl ◽  
Ivana Císařová ◽  
Alexandr Jegorov
Keyword(s):  
Crystal Structures ◽  
Methyl Ether ◽  
Van Der Waals ◽  
Van Der Waals Interactions ◽  
Solvent Molecules ◽  
Butyl Methyl Ether

Two isomorphous clathrates formed by dihydrocyclosporin A or cyclosporin V with tert-butyl methyl ether are reported and compared with the structures of related P21-symmetry cyclosporin clathrates. The cyclosporin molecules in both structures are associated via van der Waals interactions forming cavities occupied by solvent molecules (cyclosporin : tert-butyl methyl ether is 1 : 2).

17β-Oestradiol 17-methyl ether

Steroids ◽  
1965 ◽  
Vol 6 (6) ◽  
pp. 841-844 ◽  
Author(s):  
M.M. Coombs ◽  
H.R. Roderick
Keyword(s):  
Methyl Ether
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