A Highly Practical Synthesis of Sulfated Lewis X:  One-Pot, Two-Step Glycosylation Using “Armed/Disarmed” Coupling and Selective Benzoylation and Sulfation

1997 ◽  
Vol 62 (20) ◽  
pp. 6876-6881 ◽  
Author(s):  
Takahiro Tsukida ◽  
Masahiro Yoshida ◽  
Kiriko Kurokawa ◽  
Yoshiyuki Nakai ◽  
Toshio Achiha ◽  
...  
Keyword(s):  
Lewis X ◽  
One Pot ◽  
Practical Synthesis

ChemInform Abstract: A Highly Practical Synthesis of Sulfated Lewis X: One-Pot, Two-Step Glycosylation Using “Armed/Disarmed” Coupling and Selective Benzoylation and Sulfation.

ChemInform ◽  
2010 ◽  
Vol 29 (7) ◽  
pp. no-no
Author(s):  
T. TSUKIDA ◽  
M. YOSHIDA ◽  
K. KUROKAWA ◽  
Y. NAKAI ◽  
T. ACHIHA ◽  
...  
Keyword(s):  
Lewis X ◽  
One Pot ◽  
Practical Synthesis

Practical Synthesis of (Z)-α,β-Unsaturated Nitriles via a One-Pot Sequential Hydroformylation/Knoevenagel Reaction

2021 ◽  
Vol 86 (21) ◽  
pp. 15413-15422
Author(s):  
Yanxin Jiang ◽  
Chao Li ◽  
Songbai Tang ◽  
Shaokun Tao ◽  
Maolin Yuan ◽  
...  
Keyword(s):  
Knoevenagel Reaction ◽  
One Pot ◽  
Practical Synthesis

scholarly journals Practical Synthesis of Precursors of Cyclohexyne and 1,2-Cyclohexadiene

Synthesis ◽  
2019 ◽  
Vol 51 (07) ◽  
pp. 1561-1564 ◽  
Author(s):  
Kentaro Okano ◽  
Ryo Nakura ◽  
Kazuki Inoue ◽  
Atsunori Mori
Keyword(s):  
Room Temperature ◽  
Practical Method ◽  
Enol Ether ◽  
One Pot ◽  
Subsequent Formation ◽  
Silyl Group ◽  
Stoichiometric Amount ◽  
Lithium Enolate ◽  
Silyl Enol Ether ◽  
Practical Synthesis

This study investigated a practical method for regiocontrolled synthesis of precursors of strained cyclohexynes and 1,2-cyclohexadienes, which is a one-pot procedure consisting of a rearrangement of silyl enol ether and subsequent formation of the enol triflates. Triethylsilyl enol ether, derived from cyclohexanone, was treated with a combination of LDA and t-BuOK in n-hexane/THF to encourage the migration of the silyl group to generate an α-silyl enolate. Subsequently, the α-silyl enolate was reacted with Comins’ reagent to yield the corresponding enol triflate. Finally, the α-silylated trisubstituted lithium enolate for the synthesis of 1,2-cyclohexadiene precursor was isomerized in the presence of a stoichiometric amount of water for one hour at room temperature to exclusively provide tetrasubstituted lithium enolate for the synthesis of cyclohexyne precursor in one pot.

ChemInform Abstract: Highly Efficient Iron-Catalyzed Allylation of Aromatic Aldehydes with Allyltriethoxysilane: One-Pot and Practical Synthesis of Homoallyl Ethers (III).

ChemInform ◽  
2008 ◽  
Vol 39 (29) ◽  
Author(s):  
Ming-Song Yang ◽  
Li-Wen Xu ◽  
Fei-Bao Zhang ◽  
Hua-Yu Qiu ◽  
Jian-Xiong Jiang ◽  
...  
Keyword(s):  
Aromatic Aldehydes ◽  
One Pot ◽  
Highly Efficient ◽  
Practical Synthesis

One-Pot Synthesis of Lewis X Oligosaccharide Derivatives Using "Armed-Disarmed" Coupling Method

1998 ◽  
Vol 17 (4) ◽  
pp. 673-681 ◽  
Author(s):  
Masahiro Yoshida ◽  
Takao Kiyoi ◽  
Takahiro Tsukida ◽  
Hirosato Kondo
Keyword(s):  
Coupling Method ◽  
Lewis X ◽  
One Pot ◽  
One Pot Synthesis

scholarly journals Multi-enzyme one-pot strategy for the synthesis of sialyl Lewis X-containing PSGL-1 glycopeptide

2006 ◽  
Vol 341 (12) ◽  
pp. 2151-2155 ◽  
Author(s):  
Kuo-Ting Huang ◽  
Bing-Ching Wu ◽  
Chang-Ching Lin ◽  
Shih-Chi Luo ◽  
Chinpan Chen ◽  
...  
Keyword(s):  
Sialyl Lewis X ◽  
Lewis X ◽  
One Pot ◽  
Sialyl Lewis

scholarly journals Six-Step Gram Scale Synthesis of the HIV Integrase Inhibitor Dolutegravir Sodium

2021 ◽  
Author(s):  
Jule-Phillip Dietz ◽  
Tobias Lucas ◽  
Jonathan Groß ◽  
Sebastian Seitel ◽  
Jan Brauer ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Integrase Inhibitor ◽  
Active Pharmaceutical Ingredient ◽  
Ring System ◽  
Hiv Integrase ◽  
Salt Formation ◽  
One Pot ◽  
Amide Formation ◽  
Practical Synthesis

A short and practical synthesis for preparing the active pharmaceutical ingredient dolutegravir sodium was investigated. The convergent strategy developed herein starts from 3-(R)-amino-1- butanol and builds up the BC ring system in 76% isolated yield over four steps. Ring A was constructed by a one-pot 1,4-addition to diethyl-(2E/Z)-2-(ethoxymethylidene)-3-oxobutandioate and subsequent MgBr2·OEt2-mediated regioselective cyclization. Amide formation with 2,4- difluorobenzylamine was either performed from the carboxylic acid or through aminolysis of the corresponding ester precursor. Final salt formation afforded dolutegravir sodium in 48–51% isolated yield (HPLC-purity: 99.7–99.9%) over six linear steps.<br>

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