SYNTHESIS OF 8-AZA-D-HOMO-18-NORESTRONE METHYL ETHER

1965 ◽  
Vol 43 (5) ◽  
pp. 1323-1328 ◽  
Author(s):  
Norman A. Nelson ◽  
Yasumitsu Tamura
Keyword(s):  
Acid Hydrolysis ◽  
Methyl Ether ◽  
Potassium Salt ◽  
Lithium Aluminium Hydride ◽  
Enol Ether ◽  
Hydride Reduction ◽  
Lithium Aluminium ◽  
Similar Series

Alkylation of the potassium salt of 1,4-dihydro-2,6-dimethoxybenzene with 2-(2-bromoethyl)piperidine yielded the bis-enol ether I, which, on acid hydrolysis, afforded the crystalline vinylogous amide II. Lithium aluminium hydride reduction of II gave two isomers of 1,2,3,4,4a,5,6,6a,8,9,10,10a-dodecahydro-7H-benzo[c]quinolizin-7-one (III). A similar series of reactions starting with 1-(2-chloroethyl)-6-methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (V) gave two isomers of 2,3,4,4a, 6,7,11b,12,13,13a-decahydro-9-methoxy-1H-di-benzo[a,f]quinolizin-1-one (8-aza-D-homo-18-norestrone methyl ether) (IX).

A Regioselective One Pot Synthesis and Synthetic Applications of Cyanodeoxy Sugars by Cyanotrimethylsilane

1995 ◽  
Vol 50 (2) ◽  
pp. 294-302 ◽  
Author(s):  
Syed Najam-ul-Hussain Kazmia ◽  
Zaheer Ahmed ◽  
Abdul Malik ◽  
Nighat Afza ◽  
Wolfgang Voelterc
Keyword(s):  
Acid Hydrolysis ◽  
Easy Access ◽  
Lithium Aluminium Hydride ◽  
One Pot ◽  
One Pot Synthesis ◽  
Hydride Reduction ◽  
Lithium Aluminium ◽  
Epoxide Opening ◽  
Branched Chains

The regioselective epoxide opening of different 2,3-anhydropyranoses by cyanotrimethylsilane is investigated. The isolated cyanodeoxy pyranoses allow easy access to the corresponding branched-chains aminomethyl sugars by lithium aluminium hydride reduction or sugar amides by controlled acid hydrolysis.

Studies of the optically active compounds of Anacardiaceae Exudates. IV. The structures of the rearrangement products from the long chain alicyclic ketoalocohol of Tigaso oil in Alkali

1958 ◽  
Vol 11 (4) ◽  
pp. 538
Author(s):  
JA Lamberton
Keyword(s):  
Methyl Ether ◽  
Active Compound ◽  
Monomethyl Ether ◽  
Optically Active ◽  
Side Chain ◽  
Lithium Aluminium Hydride ◽  
Active Compounds ◽  
Hydride Reduction ◽  
Lithium Aluminium ◽  
Long Chain

The structure IIIa previously proposed for the β-diketone with an unsaturated side chain, obtained by the action of alkali on the optically active compound of Tigaso oil, is confirmed by the formation of methyl stearyl ketone and resorcinol monomethyl ether in the pyrolysis of the methyl ether (IV). An anomalous lithium aluminium hydride reduction of the methyl ether (IV) and other reactions are discussed. Unsuccessful attempts have been made to synthesize the tribasic acid resulting from sodium hypobromite oxidation of the β-diketone (IIIb).

Studies on epoxides. Part II. Abnormal lithium aluminium hydride reduction of cis 3,4-epoxy-5-hydroxycholestanes

1967 ◽  
Vol 8 (52) ◽  
pp. 5261-5263 ◽  
Author(s):  
E. Glotter ◽  
S. Greenfield ◽  
D. Lavie
Keyword(s):  
Lithium Aluminium Hydride ◽  
Hydride Reduction ◽  
Lithium Aluminium

The synthesis of Cyclododecane-r-1,c-5,c-9-triamine and r-1,c-5,c-9-Tris(2,3-dimethoxybenzamido)cyclododecane

1975 ◽  
Vol 28 (3) ◽  
pp. 673 ◽  
Author(s):  
DJ Collins ◽  
C Lewis ◽  
JM Swan
Keyword(s):  
Aqueous Solution ◽  
Acid Hydrolysis ◽  
Sulphuric Acid ◽  
Sodium Carbonate ◽  
Sodium Azide ◽  
Room Temperature ◽  
Dimethyl Formamide ◽  
Lithium Aluminium Hydride ◽  
Lithium Aluminium ◽  
Hydrolysis Of

Treatment of cyclododecane-r-1,c-5,c-9-triyl tris(p-toluenesulphonate) with sodium azide in dimethyl-formamide at 100� for 6 h gave the corresponding cis,cis-triazide which upon hydrogenation or reduction with lithium aluminium hydride gave cyclododecane-r-1,c-5,c-9-triamine, isolated as the tris-salicylidene derivative. Acid hydrolysis of this, removal of the salicylaldehyde, and treatment of the aqueous solution with sodium carbonate and 2,3-dimethoxybenzoyl chloride gave r-1,c-5,c- 9-tris(2,3-dimethoxybenzamido)cyclododecane. ��� Treatment of (E,E,E)-cyclododeca-1,5,9-triene with an excess of acetonitrile and sulphuric acid at room temperature for three days gave 18% of (E,E)-1-acetamidocyclododeca-4,8-diene; no di- or tri-amides were isolated.

A Novel Synthesis of 1-Aryl-9-alkyl-2, 3, 3a, 4, 9, 9a-hexahydro-1H-pyrrolo[2, 3-b] quinoxalines by lithium aluminium hydride reduction of N-phenyl-1-benzimidazolyl-succinimides

1973 ◽  
Vol 56 (5) ◽  
pp. 1646-1655 ◽  
Author(s):  
Quazi Ahmed ◽  
Theodor Wagner-Jauregg ◽  
Ernst Pretsch ◽  
Josef Seibl
Keyword(s):  
Lithium Aluminium Hydride ◽  
Hydride Reduction ◽  
Lithium Aluminium ◽  
Novel Synthesis

Lithium aluminium hydride reduction of some organo-sulphur compounds.

1967 ◽  
Vol 8 (11) ◽  
pp. 971-974 ◽  
Author(s):  
Kazi Abdul Latif ◽  
Paritosh Kumar Chakraborty
Keyword(s):  
Lithium Aluminium Hydride ◽  
Sulphur Compounds ◽  
Hydride Reduction ◽  
Lithium Aluminium
Sign in / Sign up

Export Citation Format

Share Document