Efficient synthesis of the optically active dihydropyrimidinone of a potent α1A- selective adrenoceptor antagonist

2002 ◽  
Vol 80 (6) ◽  
pp. 646-652 ◽  
Author(s):  
Daniel R Sidler ◽  
Nancy Barta ◽  
Wenjie Li ◽  
Essa Hu ◽  
Louis Matty ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Optically Active ◽  
Efficient Synthesis ◽  
Enzymatic Resolution ◽  
Convergent Synthesis ◽  
Adrenoceptor Antagonist ◽  
Salient Features ◽  
Palladium Coupling

The convergent synthesis of a potent α1A-selective adrenoceptor antagonist is described. Salient features of the synthesis include the enzymatic resolution of a racemic dihydropyrimidinone and the use of a palladium coupling reaction in the synthesis of 2,4'-dipyridyl.Key words: dihydropyrimidinone, enzymatic resolution, palladium coupling.

An Efficient Synthesis of Optically Active 4-Benzyloxy-3-hydoroxy-1-butyne and Its Cross-Coupling Reaction

Heterocycles ◽  
1992 ◽  
Vol 33 (2) ◽  
pp. 831 ◽  
Author(s):  
Seiichi Takano ◽  
Masashi Akiyama ◽  
Takumichi Sugihara ◽  
Kunio Ogasawara
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Optically Active ◽  
Efficient Synthesis ◽  
Cross Coupling Reaction

ChemInform Abstract: An Efficient Synthesis of Optically Active 4-Benzyloxy-3-hydroxy-1- butyne and Its Cross-Coupling Reaction.

ChemInform ◽  
2010 ◽  
Vol 23 (49) ◽  
pp. no-no
Author(s):  
S. TAKANO ◽  
M. AKIYAMA ◽  
T. SUGIHARA ◽  
K. OGASAWARA
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Optically Active ◽  
Efficient Synthesis ◽  
Cross Coupling Reaction

Convergent Synthesis of Immune Inhibitor IMMH002

Synthesis ◽  
2020 ◽  
Author(s):  
Qiong Xiao ◽  
Si Chen ◽  
Zeyu Shi ◽  
Dali Yin
Keyword(s):  
Environmental Impact ◽  
Lewis Acid ◽  
Column Chromatography ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Convergent Synthesis ◽  
Quality Problem ◽  
Cross Coupling Reaction

AbstractA convergent synthesis of IMMH002 in 36% overall yield starting from bromobenzene is described with a key Suzuki–Miyaura cross-coupling reaction used to provide a crucial intermediate. The route does not require column chromatography and solves the most intractable quality problem caused by a homologue by-product in the original linear synthesis. Furthermore, reducing the use of Lewis acid mediated reactions improves the environmental impact of the synthesis and reduces overall waste. The new route described herein is more efficient, convenient, reliable, and economically more viable when compared to the previously reported linear route.

scholarly journals Stereoselective Convergent Synthesis of Carbon Skeleton of Cotylenin A Aglycone

Synthesis ◽  
2021 ◽  
Author(s):  
Kazuyuki Sugita ◽  
Motoi Kuwabara ◽  
Ami Matsuo ◽  
Shogo Kamo ◽  
Akinobu Matsuzawa
Keyword(s):  
Single Crystal ◽  
Aldol Reaction ◽  
Coupling Reaction ◽  
Carbon Skeleton ◽  
Convergent Synthesis ◽  
X Ray ◽  
Related Compounds

AbstractIn this paper, the synthesis of the carbon skeleton of cotylenin A aglycone is described. The key reactions, including an intramolecular aldol reaction, an aldol coupling reaction, and a ring-closing meta­thesis, allow for the effective and stereoselective access to the carbon skeleton of cotylenin A aglycone. The stereochemistry was confirmed by single-crystal X-ray crystallographic analyses of related compounds.

Rapid and Efficient Synthesis of Optically Active Pyrazoles under Solvent-Free Conditions.

ChemInform ◽  
2005 ◽  
Vol 36 (8) ◽  
Author(s):  
J. S. Yadav ◽  
B. V. S. Reddy ◽  
G. Satheesh ◽  
P. Naga Lakshmi ◽  
S. Kiran Kumar ◽  
...  
Keyword(s):  
Optically Active ◽  
Solvent Free ◽  
Efficient Synthesis ◽  
Solvent Free Conditions

scholarly journals PEG-embedded KBr3: A recyclable catalyst for multicomponent coupling reaction for the efficient synthesis of functionalized piperidines

2011 ◽  
Vol 7 ◽  
pp. 1334-1341 ◽  
Author(s):  
Sanny Verma ◽  
Suman L Jain ◽  
Bir Sain
Keyword(s):  
Coupling Reaction ◽  
Recyclable Catalyst ◽  
Efficient Synthesis ◽  
Molecular Bromine ◽  
Keto Ester ◽  
One Step ◽  
High Yields ◽  
Multicomponent Coupling ◽  
Three Component Coupling

PEG-embedded potassium tribromide ([K+PEG]Br3 −) was found to be an efficient and recyclable catalyst for the synthesis of functionalized piperidines in high yields in a one step, three component coupling between aldehyde, amine and β-keto ester. At the end of the reaction the [K+PEG]Br3 − was readily regenerated from the reaction mixture by treating the residue containing [K+PEG]Br− with molecular bromine.

ChemInform Abstract: A Novel Convergent Synthesis of (+)-1α,25-Dihydroxyvitamin D3 (I) Using a Chromium(II)-Mediated Coupling Reaction.

ChemInform ◽  
2010 ◽  
Vol 22 (22) ◽  
pp. no-no
Author(s):  
S. HATAKEYAMA ◽  
K. SUGAWARA ◽  
H. NUMATA ◽  
S. TAKANO
Keyword(s):  
Coupling Reaction ◽  
Dihydroxyvitamin D3 ◽  
Convergent Synthesis

Convergent synthesis of an HIJK ring model of ciguatoxin via Suzuki cross-coupling reaction

2000 ◽  
Vol 41 (9) ◽  
pp. 1425-1428 ◽  
Author(s):  
Makoto Sasaki ◽  
Katsuhiko Noguchi ◽  
Haruhiko Fuwa ◽  
Kazuo Tachibana
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Convergent Synthesis ◽  
Ring Model ◽  
Cross Coupling Reaction

Aryl thiol-vinyl azide coupling reaction and thiol-vinyl azide coupling/cyclization cascade: efficient synthesis of β-ketosulfides and arene-fused 5-methylene-2-pyrrolidinone derivatives

2021 ◽  
Author(s):  
Yong Wang ◽  
Yu-Jiao Wang ◽  
Xian-Cheng Liang ◽  
Mei-Hua Shen ◽  
Hua-Dong Xu ◽  
...  
Keyword(s):  
Addition Reaction ◽  
Coupling Reaction ◽  
The Other ◽  
Efficient Synthesis ◽  
Coupling Process

The addition reaction of thiol to vinyl azide has been extensively studied. Variously substituted aryl thiols are all viable for this coupling process. The scope of the other partner is...

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