51326-00-2Relevant academic research and scientific papers
Copper-Catalyzed Enantioselective 1,2-Reduction of Cycloalkenones
Shi, Yongjie,Wang, Jingxin,Yin, Qin,Zhang, Xumu,Chiu, Pauline
supporting information, p. 5658 - 5663 (2021/08/01)
We report an asymmetric 1,2-reduction of cyclic α,β-unsaturated ketones to access various enantiomerically enriched cyclic allylic alcohols under mild conditions, catalyzed by in situ generated copper hydride ligated with (R)-DTBM-C3*-TunePhos. α-Brominated cycloalkenones were reduced with excellent enantioselectivities of up to 98% ee, while substrates that were without α-substituents were reduced chemoselectively, with moderate enantioselectivities.
TRICYCLIC AMINE COMPOUNDS AS CDK2 INHIBITORS
-
Page/Page column 124, (2020/11/12)
The present application provides tricyclic amine compounds, which are inhibitors of cyclin-dependent kinase 2 (CDK2), as well as pharmaceutical compositions thereof, and methods of treating cancer using the same.
N-(1-(METHYLSULFONYL)PIPERIDIN-4-YL)-4,5-DI HYDRO-1H-IMIDAZO[4,5-H]QUINAZOLIN-8-AMINE DERIVATIVES AND RELATED COMPOUNDS AS CYCLIN-DEPENDENT KINASE 2 (CDK2) INHIBITORS FOR TREATING CANCER
-
Page/Page column 130, (2020/11/13)
The present application provid es tricyclic amine compounds of formula (I) as inhibitors of cyclin-dependent kinase 2 (CDK2) for treating cancer. Preferred compounds are N-(1-(methylsulfonyl)piperidin-4- yl)-4,5-dihydro-lH-imidazo[4,5-h]quinazolin-8-amine and the corresponding 6,8-dihydro-5H-pyrazolo[3,4-h]quinazolin-2-amine, 6,8- dihydropyrazolo[4',3':4,5]pyrano[3,2-d]pyrimidin-2-amine and 1,4- dihydroimidazo[4',5': 4,5]pyrano[3,2-d]pyrimidin-8-amine derivatives of formulae (IVa) to (IVd). The present description discloses the synthesis and characterisation of exemplary compounds as well as pharmacological data thereof (e.g. pages 128 to 166; examples 1 to 32, A and B1 to B10; table 1). Exemplary compound are e.g.: N-(1-(ethylsulfonyl)piperidin-4-yl)-l,2-dimethyl-4,5-dihydro-1H- imidazo[4,5-h]quinazolin-8-amine (example 1) 8-Methyl-N-(1-(methylsulfonyl)piperidin-4-yl)-6,8-dihydro-5H- pyrazolo[3,4-h]quinazolin-2-amine (example 9) 8-Methyl-N-(1-(methylsulfonyl)piperidin-4-yl)-6,8- dihydropyrazolo[4',3':4,5]pyrano[3,2-d]pyrimidin-2-amine (example 10) 1-cyclopropyl-N-(1-(methylsulfonyl)piperidin-4-yl)-l,4- dihydroimidazo[4',5':4,5]pyrano [3,2-d]pyrimidin-8-amine (example 26).
Synthetic Study toward the Total Synthesis of Taxezopidines A and B
Fan, Jian-Hong,Hu, Ya-Jian,Li, Chuang-Chuang,Li, Shaoping,Zhao, Jing
supporting information, p. 5905 - 5909 (2018/09/21)
A concise synthetic approach to construct the [6,8,6]-tricyclic core of taxezopidines A and B, which contains a synthetically challenging bridged bicyclo[5.3.1]undecane ring system bearing most of the desired functionalized groups and stereocenters, has b
Efficient Synthesis of Anastrephin via the Allylic Substitution for Quaternary Carbon Construction
Wada, Kyohei,Sakai, Masahiro,Kawashima, Hidehisa,Ogawa, Narihito,Kobayashi, Yuichi
supporting information, p. 1428 - 1432 (2016/05/24)
Lactone-moiety-attached 2-cyclohexylideneethyl picolinate was prepared through the OH-directed epoxidation (98% ds) of (R)-3-methylcyclohex-2-en-1-ol (99% ee), Horner-Wadsworth-Emmons olefination, conversion to the allylic moiety, and epoxide ring opening
Synthesis of spiro[4.5]decane CF-ring analogues of 1α,25- dihydroxyvitamin D3
Schepens, Wim,Van Haver, Dirk,Vandewalle, Maurits,Bouillon, Roger,Verstuyf, Annemieke,De Clercq, Pierre J.
, p. 4247 - 4250 (2007/10/03)
(Chemical Equation Presented) A novel series of analogues of calcitriol (1) is developed featuring a spirocyclic central core resulting from C18/C21-connection and C15/ C16-deletion (2a, 2b). The synthesis of the key intermediate involves an Eschenmoser r
7-(2-CYCLOHEXYLIDENE-ETHYLIDENE)-SPIRO[4.5]DECANES
-
Page/Page column 38-39, (2010/11/08)
The present invention relates to 7-(2-cyclohexylidene-ethylidene)- spiro[4.5]-decanes, compositions which comprise said 7-(2-cyclohexylidene- ethylidene)-spiro[4.5]-decanes, and methods for treating diseases, illnesses, and the like with said 7-(2-cyclohe
7-(2-CYCLOHEXYLIDENE-ETHYLIDENE)-SPIRO[5.5]UNDECANES USEFUL FOR MAKING PHARMACEUTICAL COMPOSITIONS
-
Page/Page column 32-33, (2010/11/08)
The invention relates to novel analogues of the hormonally active metabolite of vitamin D3, and more specifically provides 7- (2-cyclohexylidene-ethylidene) -spiro [5.5] undecanes and methods for making them, as well as pharmaceutical compositions which c
Stereoselective solvent induced 1,3-proton transfer of an allylic alkoxide to a homoallylic alkoxide catalysed by a chiral lithium amide
Hansson, Maria,Arvidsson, Per I.,Nilsson Lill, Sten O.,Ahlberg, Per
, p. 763 - 767 (2007/10/03)
Stereoselective rearrangements of e.g. meso-epoxides by chiral lithium amides yield chiral allylic alcohols in high enantiomeric excess. Such products are useful synthetic intermediates. Lithium (S)-2-(pyrrolidin-1-ylmethyl)-pyrrolidide Li-2 has been foun
Hydroxyl-Directing Effects on -Sigmatropic Hydrogen Migrations
Wu, Kuo-Ming,Okamura, William H.
, p. 4025 - 4033 (2007/10/02)
Previous stereomechanistic investigations of thermally induced -sigmatropic shifts of cis-isotachysterol analogues 8 and 14 revealed that an allylic hydroxyl exerts a syn-directing effect on the helicity of this antarafacial process.Studies of cis-isotachysterols 17 and 18, wherein the allylic hydroxyl control element at C1 is relocated to a new position on the steroid, namely C4, were undertaken to develop a better understanding of this eight-electron pericyclic reaction.The rearrangement in isooctane at 98.4 deg C of 17 to 24 and of 18 to 26 and 27 and their equilibrations were studied quantitatively.The results reveal that the hydroxyl syn-facial directing effect on the antarafacial helicity of this rearrangement is retained for 17 and 18 and that the magnitude of this ?-facial selectivity is similar to that observed for 8 and 14.
