Development of a Practical Synthesis of an Aminoindanol-Derived M1 Agonist†

2009 ◽  
Vol 13 (2) ◽  
pp. 198-208 ◽  
Author(s):  
Marvin M. Hansen ◽  
Sandra S. K. Borders ◽  
Marcella T. Clayton ◽  
Perry C. Heath ◽  
Stanley P. Kolis ◽  
...  
Keyword(s):  
Practical Synthesis ◽  
M1 Agonist

Convenient Synthesis of (Z)-7- and (E)-9-dodecene-1-yl Acetate, Components of Some Lepidoptera Insect Sex Pheromone

2017 ◽  
Vol 68 (1) ◽  
pp. 180-185
Author(s):  
Adriana Maria Andreica ◽  
Lucia Gansca ◽  
Irina Ciotlaus ◽  
Ioan Oprean
Keyword(s):  
Sex Pheromone ◽  
Coupling Reaction ◽  
Coupling Scheme ◽  
Lithium Aluminium Hydride ◽  
Terminal Alkyne ◽  
Mercury Derivative ◽  
Lithium Aluminium ◽  
Convenient Synthesis ◽  
Practical Synthesis ◽  
Insect Sex

Were developed new and practical synthesis of (Z)-7-dodecene-1-yl acetate and (E)-9-dodecene-1-yl acetate. The routes involve, as the key step, the use of the mercury derivative of the terminal-alkyne w-functionalised as intermediate. The synthesis of (Z)-7-dodecene-1-yl acetate was based on a C6+C2=C8 and C8+C4=C12 coupling scheme, starting from 1,6-hexane-diol. The first coupling reaction took place between 1-tert-butoxy-6-bromo-hexane and lithium acetylide-ethylendiamine complex obtaining 1-tert-butoxy-oct-7-yne, which is transformed in di[tert-butoxy-oct-7-yne]mercury. The mercury derivative was directly lithiated and then alkylated with 1-bromobutane obtaining 1-tert-butoxy-dodec-7-yne. After acetylation and reduction with lithium aluminium hydride of 7-dodecyne-1-yl acetate gave (Z)-7-dodecene-1-yl acetate with 96 % purity. The synthesis of (E)-9-dodecene-1-yl acetate was based on a C8+C2=C10 and C10+C2=C12 coupling scheme, starting from 1,8-octane-diol. The first coupling reaction took place between 1-tert-butoxy-8-bromo-octane and lithium acetylide-ethylendiamine complex obtaining 1-tert-butoxy-dec-9-yne, which is transformed in di[tert-butoxy-dec-9-yne]mercury. The mercury derivative was directly lithiated and then alkylated with 1-bromoethane obtaining 1-tert-butoxy-dodec-9-yne. After reduction with lithium aluminium hydride of 1-tert-butoxy-(E)-9-dodecene and acetylation was obtained (E)-9-dodecene-1-yl acetate with 97 % purity.

A practical synthesis of antheridiol

1972 ◽  
Vol 13 (26) ◽  
pp. 2673-2676 ◽  
Author(s):  
T.C. McMorris ◽  
T. Arunachalam ◽  
R. Seshadri
Keyword(s):  
Practical Synthesis

scholarly journals Practical Synthesis of 2-Iodosobenzoic Acid (IBA) without Contamination by Hazardous 2-Iodoxybenzoic Acid (IBX) under Mild Conditions

Molecules ◽  
2021 ◽  
Vol 26 (7) ◽  
pp. 1897
Author(s):  
Hideyasu China ◽  
Nami Kageyama ◽  
Hotaka Yatabe ◽  
Naoko Takenaga ◽  
Toshifumi Dohi
Keyword(s):  
Aqueous Solution ◽  
Room Temperature ◽  
Practical Method ◽  
Hypervalent Iodine ◽  
Mild Conditions ◽  
Sequential Procedures ◽  
Iodine Compounds ◽  
Practical Synthesis ◽  
Iodosobenzoic Acid ◽  
Lower Temperature

We report a convenient and practical method for the preparation of nonexplosive cyclic hypervalent iodine(III) oxidants as efficient organocatalysts and reagents for various reactions using Oxone® in aqueous solution under mild conditions at room temperature. The thus obtained 2-iodosobenzoic acids (IBAs) could be used as precursors of other cyclic organoiodine(III) derivatives by the solvolytic derivatization of the hydroxy group under mild conditions of 80 °C or lower temperature. These sequential procedures are highly reliable to selectively afford cyclic hypervalent iodine compounds in excellent yields without contamination by hazardous pentavalent iodine(III) compound.

scholarly journals Practical Synthesis and Application of Halogen-Doped Pyrrole Building Blocks

ACS Omega ◽  
2021 ◽  
Author(s):  
Andrej Emanuel Cotman ◽  
Thomas Guérin ◽  
Ivana Kovačević ◽  
Davide Benedetto Tiz ◽  
Martina Durcik ◽  
...  
Keyword(s):  
Building Blocks ◽  
Practical Synthesis

A practical synthesis of ethynylferrocene from ferrocene carboxaldehyde: structure of 1,4-diferrocenyl-1,3-butadiyne

1996 ◽  
Vol 513 (1-2) ◽  
pp. 71-76 ◽  
Author(s):  
José-Gonzalo Rodriguez ◽  
Antonio Oñate ◽  
Rosa M Martin-Villamil ◽  
Isabel Fonseca
Keyword(s):  
Practical Synthesis

Route evaluation and development of a practical synthesis of methyl (S)-2-chloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-7-carboxylate

Tetrahedron ◽  
2020 ◽  
Vol 76 (49) ◽  
pp. 131624
Author(s):  
Joseph M. Pawluczyk ◽  
James Kempson ◽  
Arvind Mathur ◽  
Martins S. Oderinde
Keyword(s):  
Practical Synthesis

Practical synthesis of (R)- or (S)-2,2'-bis(diarylphosphino)-1,1'-binaphthyls (BINAPs)

1986 ◽  
Vol 51 (5) ◽  
pp. 629-635 ◽  
Author(s):  
Hidemasa Takaya ◽  
Kazushi Mashima ◽  
Kinko Koyano ◽  
Misao Yagi ◽  
Hidenori Kumobayashi ◽  
...  
Keyword(s):  
Practical Synthesis

Steps towards a practical synthesis of macrocyclic bisbenzylisoquinolines

2005 ◽  
Vol 42 (4) ◽  
pp. 647-659 ◽  
Author(s):  
Yusuf M. Al-Hiari ◽  
Stephen J. Bennett ◽  
Robert J. Davies ◽  
Abedawn I. Khalaf ◽  
Roger D. Waigh ◽  
...  
Keyword(s):  
Practical Synthesis
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