95832-76-1Relevant academic research and scientific papers
METHOD FOR PRODUCING α-CARBAGALACTOSE COMPOUND
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Paragraph 0170-0175, (2020/02/22)
PROBLEM TO BE SOLVED: To provide an α-carbagalactose compound production intermediate, and a novel production method for an α-carbagalactose compound. SOLUTION: The present invention provides a compound of formula (3), and a method for producing an α-carbagalactose compound (9) from a compound (8) produced with the compound (3) as an intermediate. [Bn is a benzyl group]. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT
Concise Stereocontrolled Synthesis of an α-Carbagalactose Segment of RCAI-56, a Candidate Anticancer Agent
Ushida, Naoki,Nagai, Nobukazu,Adachi, Masaatsu,Nishikawa, Toshio
supporting information, p. 977 - 981 (2019/05/10)
RCAI-56 is a synthetic glycolipid exhibiting a potent antitumor activity by stimulation of natural killer T cells. Tetra- O -benzyl-α-carbagalactose, an important synthetic segment of RCAI-56, was stereoselectively synthesized from 1,4-dichloro-2-butene in nine steps, including the key step of organocatalytic asymmetric Diels-Alder reaction between acrolein and 1-benzyloxybutadiene.
Benzotriazole: A novel synthetic auxiliary
Katritzky, Alan R.,Rachwal, Stanislaw,Hitchings, Gregory J.
, p. 2683 - 2732 (2007/10/02)
Benzotriazole and aldehydes react reversibly to give addition products: in the presence of amines and other NH-compounds water can be eliminated to form products of type Bt-CHR-NR′R″. The latter are versatile intermediates for the preparation of primary, secondary, and tertiary amines and in the alkylation of hydroxylamines, hydrazines, amides, thioamides, and sulfonamides. Polyfunctional amines and other polyfunctional compounds can also be prepared, and they enable significant extending of Mannich reaction. Similar oxygen compounds Bt-CRR′-OR″ enable new syntheses of ethers and esters. Reactions in which benzotriazole is eliminated rather than substituted open up new pathways to enamines, enol ethers, and nitrones. The methodology is capable of extension to a variety of vinylogous systems including benzenoid and heteroaromatic derivatives. In addition to acting as a versatile leaving group, benzotriazolyl residues activate neighboring CH bonds to proton loss and a variety of such applications is described.
STEREOSPECIFIC SYNTHESIS OF Z- AND E-1-ALKOXY-1,3-BUTADIENES
Luengo, Juan I.,Koreeda, Masato
, p. 4881 - 4884 (2007/10/02)
A stereospecific, highly efficient, generally applicible synthesis of Z- and E-1-alkoxy-1,3-butadienes involving dehydrative decarboxylations of 4,5-unsaturated-2-alkoxy-3-hydroxy-carboxylic acids is described.
