153645-26-2Relevant academic research and scientific papers
A convenient synthesis of (1S)-tert-butyl-1,2-ethylenediamine
Busacca, Carl A.,Grossbach, Danja,Spinelli, Earl
, p. 1907 - 1910 (2000)
A practical four-step synthesis of (1S)-tert-butyl-1,2-ethylenediamine has been developed. The sequence proceeds in good overall yield via crystalline intermediates and provides the title compound in 99.3% ee. Copyright (C) 2000 Elsevier Science Ltd.
2-(1H-INDOLE-3-CARBONYL)-THIAZOLE-4-CARBOXAMIDE DERIVATIVES AND RELATED COMPOUNDS AS ARYL HYDROCARBON RECEPTOR (AHR) AGONISTS FOR THE TREATMENT OF E.G. ANGIOGENESIS IMPLICATED OR INFLAMMATORY DISORDERS
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Paragraph 00162; 00320, (2021/06/26)
2-(1H-lndole-3-carbonyl)-thiazole-4-carboxamide derivatives and the corresponding imidazole, oxazole and thiophene derivatives and related compounds as aryl hydrocarbon receptor (AHR) agonists for the treatment of angiogenesis implicated disorders, such as e.g. retinopathy, psoriasis, rheumatoid arthritis, obesity and cancer, or inflammatory disorders. The present description discloses the synthesis and characterisation of exemplary compounds as well as pharmacological data thereof (e.g. pages 27 to 32 and 59 to 219; examples 1 to 8; compounds 1-1 to 1-97; tables 1-a, 2 and 3).
N-1 BRANCHED ALKYL ETHER SUBSTITUTED IMIDAZO[4,5-C]QUINOLINE COMPOUNDS, COMPOSITIONS, AND METHODS
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, (2020/06/19)
Imidazo[4,5-c]quinoline compounds having a substituent that is attached at the N-1 position by a branched group, single enantiomers of the compounds, pharmaceutical compositions containing the compounds, and methods of making the compounds are disclosed. Methods of use of the compounds as immune response modifiers, for inducing cytokine biosynthesis in humans and animals, and in the treatment of diseases including infectious and neoplastic diseases are also disclosed.
N-1 BRANCHED ALKYL SUBSTITUTED IMIDAZO[4,5-C]QUINOLINE COMPOUNDS, COMPOSITIONS, AND METHODS
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, (2020/12/29)
Imidazo[4,5-c]quinoline compounds having a substituent that is attached at the N-1 position by a branched group, single enantiomers of the compounds, pharmaceutical compositions containing the compounds, and methods of making the compounds are disclosed. Methods of use of the compounds as immune response modifiers, for inducing (or inhibiting) cytokine biosynthesis in humans and animals, and in the treatment of diseases including infectious and neoplastic diseases are also disclosed.
Isoselective ring-opening polymerization and asymmetric kinetic resolution polymerization of: Rac -lactide catalyzed by bifunctional iminophosphorane-thiourea/urea catalysts
Lv, Chengdong,Zhou, Li,Yuan, Ruiting,Mahmood, Qaiser,Xu, Guangqiang,Wang, Qinggang
supporting information, p. 1648 - 1655 (2020/02/04)
A series of iminophosphorane-thiourea/urea bifunctional catalysts was synthesized and utilized for the isoselective ring-opening polymerization of rac-lactide. The ROPs were promoted efficiently, affording the polylactides with controlled molecular weight, narrow molecular weight distribution and well-defined end groups without undesired side reactions. The experiment data revealed that ROPs of rac-LA are a "controlled/living" process. The highest stereoselectivity (Pm) was up to 0.80 using rac-IPU-1 under mild reaction conditions. The mechanistic study indicated that stereoselective ROPs of rac-LA were mainly controlled by a chain-end control mechanism when using rac/(R,R)-IPTU-1/IPU-1 as catalysts. Additionally, the ee values of -11% at 0 °C and -17% at -40 °C were achieved at about 50% conversion using (S)-IPU-2 as a chiral catalyst. The selectivity factor (s = kL/kD) of 1.6 indicated that a clear kinetic resolution occurred and the enantiomorphic site control mechanism was involved.
Asymmetric kinetic resolution of sulfides for the construction of unsymmetric sulfides and chiral 3,3-disubstituted oxindoles
Wang, Kaiye,Xiang, Yanan,Shi, Zhujun,Wang, Hongyu,Li, Na,Tang, Bo
supporting information, p. 6351 - 6354 (2019/07/10)
A range of 3,3-disubstituted oxindoles accessed using para-quinone methides derived from isatins with thiols were used for the formation of unsymmetrical disulfides, and 3,3-disubstituted oxindoles with a chiral quaternary carbon center and unsymmetric di
Preparation method of N-alkoxy or benzyloxycarbonyl chiral amino acid
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, (2018/03/24)
The invention provides a preparation method of N-alkoxy or benzyloxycarbonyl amino acid, particularly provides a preparation method of N-alkoxy or benzyloxycarbonyl chiral amino acid, and more particularly provides a preparation method of N-alkoxy or benzyloxycarbonyl-L-amino acid or N-alkoxy or benzyloxycarbonyl-D-amino acid. In the preparation method, a resolving agent is not required for chemical resolution, and the N-alkoxy or benzyloxycarbonyl chiral amino acid with high optical purity can be prepared. The N-alkoxy or benzyloxycarbonyl chiral amino acid is a very important medicine intermediate. According to the preparation method of the N-alkoxy or benzyloxycarbonyl-L-amino acid, provided by the invention, a reaction formula is as follows in the description, wherein R1 is an alkyl group, preferably a tert-butyl group; R2 is an azido group or an imide group, n is 0 or 1, and m is 1.
Chemo- and Diastereoselective N-Heterocyclic Carbene-Catalyzed Cross-Benzoin Reactions Using N-Boc-α-amino Aldehydes
Haghshenas, Pouyan,Gravel, Michel
supporting information, p. 4518 - 4521 (2016/09/28)
N-Boc-α-amino aldehydes are shown to be excellent partners in cross-benzoin reactions with aliphatic or heteroaromatic aldehydes. The chemoselectivity of the reaction and the facial selectivity on the amino aldehyde allow cross-benzoin products to be obtained in good yields and good diastereomeric ratios. The developed method is utilized as the key step in a concise total synthesis of d-arabino-phytosphingosine.
Tunable Bifunctional Phosphine-Squaramide Promoted Morita-Baylis-Hillman Reaction of N-Alkyl Isatins with Acrylates
Dong, Ze,Yan, Chao,Gao, Yongzhi,Dong, Chune,Qiu, Guofu,Zhou, Hai-Bing
, p. 2132 - 2142 (2015/06/23)
A series of highly tunable bifunctional phosphine-squaramide H-bond donor organocatalysts 6 has been synthesized from inexpensive and commercially available β-amino alcohols in moderate yields. Catalyst 6 can efficiently promote the asymmetric Morita-Baylis-Hillman (MBH) reaction of N-alkyl isatins with acrylate esters providing the chiral 3-substituted 3-hydroxy-2-oxindoles in good yields and enantioselectivities (up to 93 yield and 95 ee), in which the challenging substrate tert-butyl acrylate 9d, provided the best ee value to date. Moreover, this methodology was applied successfully in the synthesis of chiral cyclic spiropyrrolizidineoxindole and γ-butyrolactone derivatives without enantioselectivity deterioration. The possible mechanism of this MBH reaction was also investigated by 31PNMR, ESI-MS and KIE studies. The KIE experiments show that the electrophilic addition of N-methyl isatin to the complex of acrylate ester and phophine-squaramide is the rate-determing step of the asymmetric MBH reaction.
Asymmetric Multicomponent Sulfa-Michael/Mannich Cascade Reaction: Synthetic Access to 1,2-Diamino-3-Organosulfur Compounds and 2-Nitro Allylic Amines
Hou, Wenduan,Wei, Qi,Liu, Guisheng,Chen, Jing,Guo, Jing,Peng, Yungui
supporting information, p. 4870 - 4873 (2015/10/12)
A novel catalytic asymmetric three-component intermolecular sulfa-Michael/Mannich cascade reaction has been developed using a chiral multifunctional catalyst. This reaction provides facile access to 1-amino-2-nitro-3-organosulfur compounds bearing three c
