1010-48-6Relevant articles and documents
Steric Effects. A Study of a Rationally Designed System
Bott, Garry,Field, Leslie D.,Sternhell, Sever
, p. 5618 - 5626 (1980)
The principles for the rational design of systems suitable for the study of steric effects are defined.A suitable molecular framework was synthesized and a study of internal rotaition by dynamic NMR spectroscopy (DNMR) 0f 33 derivatives, differing principally in the nature of the molecular fragment (X), showed the following. (i) For 1 (Y = Me; X = halogen) the rotaition barriers (ΔG excit.) increase smoothly and monotonically with the van der Waals radius of X (rx), which permits the estimation of effective rx for fragments of lower symmetry. (ii) The rotational barriers are the sum of additive contributions, designated interference values (IH-X), which can be used to predict the rotational barriers in 2,2'-disubstituted biphenyls. (iii) A simple geometrical parameter, apparent overlap (r*), which is related to the distortion of the framework in the transition state, is proposed and found to have an excellent linear correlation with the barrier to rotation in 2,2'-disubstituted biphenyls. (iv) This correlation can be used for a semiquantitative estimation of rotational barriers in biaryls and other systems.
Oxygen Rearrangement of Molecular Ions of 3-Phenylpropionates
Liehr, Joachim G.,Caprioli, Richard M.,Beynon, John H.,Morgan, Roger P.,Richter, Wilhelm J.
, p. 157 - 160 (1980)
The oxygen rearrangement in molecular ions of 3-phenylpropionates has been investigated with the aid of mass analyzed ion kinetic energy spectra.Elimination of an allyl radical followed by expulsion of ketene from the molecular ion of allyl 3-phenylpropionate is shown to result in formation of protonated benzaldehyde.The oxygen rearrangement has been found to be inoperative in ionized methyl 3-methyl-3-phenylbutyrate. + ions in the spectrum of the latter compound are formed by elimination of the 3-methyl substituent and subsequent methoxy migration.
MALIC ENZYME INHIBITORS
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Page/Page column 110-111, (2021/04/23)
The present invention relates to novel compounds useful as malic enzyme (ME) inhibitors, processes for their preparation and use of these compounds for the therapeutic treatment of disorders mediated by ME such as cancers (e.g. pancreatic ductal adenocarcinoma (PDAC)) in humans.
Umpolung Strategy for Arene C?H Etherification Leading to Functionalized Chromanes Enabled by I(III) N-Ligated Hypervalent Iodine Reagents
Mikhael, Myriam,Guo, Wentao,Tantillo, Dean J.,Wengryniuk, Sarah E.
supporting information, p. 4867 - 4875 (2021/09/14)
The direct formation of aryl C?O bonds via the intramolecular dehydrogenative coupling of a C?H bond and a pendant alcohol represents a powerful synthetic transformation. Herein, we report a method for intramolecular arene C?H etherification via an umpoled alcohol cyclization mediated by an I(III) N-HVI reagent. This approach provides access to functionalized chromane scaffolds from primary, secondary and tertiary alcohols via a cascade cyclization-iodonium salt formation, the latter providing a versatile functional handle for downstream derivatization. Computational studies support initial formation of an umpoled O-intermediate via I(III) ligand exchange, followed by competitive direct and spirocyclization/1,2-shift pathways. (Figure presented.).
AMIDE DERIVATIVES HAVING MULTIMODAL ACTIVITY AGAINST PAIN
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Paragraph 0181, (2021/08/05)
The present invention relates to new compounds that show pharmacological activity towards the subunit α2δ of voltage-gated calcium channels (VGCC), especially the α2δ-1 subunit of voltage-gated calcium channels or dual activity towards the subunit α2δ of voltage-gated calcium channels (VGCC), especially the α2δ-1 subunit of voltage-gated calcium channels, and the μ-opiod receptor (MOR or mu-opioid). The invention is also related to the process for the preparation of said compounds as well as to compositions comprising them, and to their use as medicaments.
The antibody-drug conjugate hemiasterlin derivatives and their pharmaceutically (by machine translation)
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Paragraph 0399-0400, (2020/12/01)
[Problem] to give one specific target cell cytotoxic, normal cells to the cytotoxic is suppressed, the antibody-drug conjugate medicine hemiasterlin derivatives. (2) Formula [a]:[In the formula, mAb antibody expressed, q is 1 - 8 represents an integer of, h are 1 - 5 represents an integer of, g is an alanine residue (Ala) to represent, g is 1 - 4 represents an integer of, Y is a single bond or a formula (Y-a 1) is represented by the group, Z is formula (Z-a 1), equation (Z-a 2), equation (Z-a 3), formula (Z-a 4), formula (Z-a 5), type (Z-a 6), formula (Za-a 1), equation (Za-in 2), equation (Za-a 3), formula (Za-a 4), formula (Za-a 5), type (Za d 6), formula (Za-a 7), type (Za-in 8), or a group represented by formula (Za-a 10) (Za-a 9) formula a] is expressed by, antibody-drug conjugate or its pharmaceutically acceptable salt containing a drug. [Drawing] no (by machine translation)
MEDICINE CONTAINING ANTIBODY DRUG CONJUGATE CONTAINING HEMIASTERLIN DERIVATIVE
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Paragraph 0366-0367, (2020/12/01)
PROBLEM TO BE SOLVED: To provide medicines containing an antibody drug conjugate containing a hemiasterlin derivative, in which specific cytotoxicity to target cells is given, while cytotoxicity to normal cells is suppressed. SOLUTION: Provided is a medicine represented by formula (2-1), and containing an antibody drug conjugate or a pharmaceutically acceptable salt thereof [where, mAb represents an antibody, q represents an integer from 1 to 8, b represents an integer from 1 to 5, Z is a group represented by formula (Z-1), formula (Z-2), formula (Z-3), formula (Za-1), formula (Za-2), formula (Za-3), formula (Za-4), or formula (Za-5)]. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT
Synthesis of Amides and Esters by Palladium(0)-Catalyzed Carbonylative C(sp3)?H Activation
?arny, Tomá?,Baudoin, Olivier,Clemenceau, Antonin,Rocaboy, Ronan
, p. 18980 - 18984 (2020/09/01)
The 1,4-palladium shift strategy allows the functionalization of remote C?H bonds that are difficult to reach directly. Reported here is a domino reaction proceeding by C(sp3)?H activation, 1,4-palladium shift, and amino- or alkoxycarbonylation, which generates a variety of amides and esters bearing a quaternary β-carbon atom. Mechanistic studies showed that the aminocarbonylation of the σ-alkylpalladium intermediate arising from the palladium shift is fast using PPh3 as the ligand, and leads to the amide rather than the previously reported indanone product.
Sodium Methyl Carbonate as an Effective C1 Synthon. Synthesis of Carboxylic Acids, Benzophenones, and Unsymmetrical Ketones
Hurst, Timothy E.,Deichert, Julie A.,Kapeniak, Lucas,Lee, Roland,Harris, Jesse,Jessop, Philip G.,Snieckus, Victor
supporting information, p. 3882 - 3885 (2019/06/07)
Reported is the synthesis of carboxylic acids, symmetrical ketones, and unsymmetrical ketones with selectivity achieved by exploiting the differential reactivity of sodium methyl carbonate with Grignard and organolithium reagents.
Copper-Mediated, Heterogeneous, Enantioselective Intramolecular Buchner Reactions of α-Diazoketones Using Continuous Flow Processing
Crowley, Daniel C.,Lynch, Denis,Maguire, Anita R.
, p. 3794 - 3805 (2018/04/14)
Enantioselective intramolecular Buchner reactions of α-diazoketones can be effected using heterogeneous copper-bis(oxazoline) catalysts in batch or using continuous flow processing in up to 83% ee. The catalyst can be reused up to 7 times without loss of activity. For α-diazoketones 3 and 4, the enantioselection achieved in flow with the immobilized catalyst was comparable with the standard homogeneous catalyzed process.
