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Quoted phrases not found in phrase index: "1,3-epoxypropane", "1,3-propylene oxide", "1,3-trimethylene oxide"
Page 1
(Z)-1,3,4a-Trimethyl-5,5-diphenyl-6-oxa-1,3-diaza-bicyclo-[4.2.0]octane-2,4-dione.
Lin ZC, Shi JB, Tang WJ, Li J. Lin ZC, et al. Acta Crystallogr Sect E Struct Rep Online. 2008 Apr 4;64(Pt 5):o796. doi: 10.1107/S1600536808006557. Acta Crystallogr Sect E Struct Rep Online. 2008. PMID: 21202288 Free PMC article.
The title compound, C(20)H(20)N(2)O(3), is a head-to-tail oxetane, one of the regioisomers obtained by the the Paterno-Buchi reaction of 1,3-dimethyl-thymine with benzophenone. The oxetane ring is folded, the dihedral angle between the C-O-C and C-C-C planes being 1 …
The title compound, C(20)H(20)N(2)O(3), is a head-to-tail oxetane, one of the regioisomers obtained by the the Paterno-Buchi reaction …
1-Acetyl-3'-(4-bromophenyl)-3'-chlorospiro[3H-indole-3,2'-oxetan]-2(1H)-one.
Usman A, Razak IA, Fun HK, Chantrapromma S, Zhang Y, Xu JH. Usman A, et al. Acta Crystallogr C. 2002 May;58(Pt 5):o287-8. doi: 10.1107/s0108270102005681. Epub 2002 Apr 30. Acta Crystallogr C. 2002. PMID: 11983994
In the title compound, C(18)H(13)BrClNO(3), the heterocyclic ring of the indole is distorted from planarity towards an envelope conformation. The orientations of the indole, oxetane, chloro and bromophenyl substituents are conditioned by the sp(3) states of the spiro-junct …
In the title compound, C(18)H(13)BrClNO(3), the heterocyclic ring of the indole is distorted from planarity towards an envelope conformation …
Oxetan-3-ols as 1,2-bis-Electrophiles in a Brønsted-Acid-Catalyzed Synthesis of 1,4-Dioxanes.
Rojas JJ, Torrisi E, Dubois MAJ, Hossain R, White AJP, Zappia G, Mousseau JJ, Choi C, Bull JA. Rojas JJ, et al. Org Lett. 2022 Apr 1;24(12):2365-2370. doi: 10.1021/acs.orglett.2c00568. Epub 2022 Mar 21. Org Lett. 2022. PMID: 35311271 Free PMC article.
Bronsted acid Tf(2)NH catalyzes both the selective activation of the oxetanol, to form an oxetane carbocation that reacts with the diol, and intramolecular ring opening of the oxetane. ...
Bronsted acid Tf(2)NH catalyzes both the selective activation of the oxetanol, to form an oxetane carbocation that reacts with the di …
2'-Methyl-3,5-diphenyl-spiro-[4,6-dioxa-2-aza-bicyclo-[3.2.0]hept-2-ene-7,4'-iso-quinoline]-1',3'(2'H,4'H)-dione.
Fun HK, Goh JH, Yu H, Zhang Y. Fun HK, et al. Acta Crystallogr Sect E Struct Rep Online. 2010 Mar 13;66(Pt 4):o803-4. doi: 10.1107/S1600536810008718. Acta Crystallogr Sect E Struct Rep Online. 2010. PMID: 21580639 Free PMC article.
The dihydro-oxazole ring is planar (r.m.s. deviation = 0.013 A) and it makes dihedral angles of 73.43 (8) and 4.24 (8) with the two attached phenyl rings. The dihedral angle between oxetane and oxazole planes is 67.44 (9). In the crystal structure, C-HO hydrogen bonds link …
The dihydro-oxazole ring is planar (r.m.s. deviation = 0.013 A) and it makes dihedral angles of 73.43 (8) and 4.24 (8) with the two attached …
Square sugars: challenges and synthetic strategies.
Hazelard D, Compain P. Hazelard D, et al. Org Biomol Chem. 2017 May 10;15(18):3806-3827. doi: 10.1039/c7ob00386b. Org Biomol Chem. 2017. PMID: 28362015 Review.
Square sugars (4-membered ring carbohydrate mimetics) are at the intersection of several important topics concerning the recent emergence, in medicinal chemistry, of glycomimetic drugs and small ring systems. Monosaccharide mimetics containing oxetane, azetidine, thiethane …
Square sugars (4-membered ring carbohydrate mimetics) are at the intersection of several important topics concerning the recent emergence, i …
Characterization and heterologous reconstitution of Taxus biosynthetic enzymes leading to baccatin III.
Jiang B, Gao L, Wang H, Sun Y, Zhang X, Ke H, Liu S, Ma P, Liao Q, Wang Y, Wang H, Liu Y, Du R, Rogge T, Li W, Shang Y, Houk KN, Xiong X, Xie D, Huang S, Lei X, Yan J. Jiang B, et al. Science. 2024 Feb 9;383(6683):622-629. doi: 10.1126/science.adj3484. Epub 2024 Jan 25. Science. 2024. PMID: 38271490
In this work, we identified a bifunctional cytochrome P450 enzyme [taxane oxetanase 1 (TOT1)] in Taxus mairei that catalyzes an oxidative rearrangement in paclitaxel oxetane formation, which represents a previously unknown enzyme mechanism for oxetane ring formation …
In this work, we identified a bifunctional cytochrome P450 enzyme [taxane oxetanase 1 (TOT1)] in Taxus mairei that catalyzes an oxidative re …
Unusual Transformations of Strain-Heightened Oxetanes.
An J, Riel LP, Howell AR. An J, et al. Acc Chem Res. 2021 Oct 19;54(20):3850-3862. doi: 10.1021/acs.accounts.1c00415. Epub 2021 Sep 30. Acc Chem Res. 2021. PMID: 34592094 Review.
Also, 2-methyleneoxetanes can be converted to homopropargyl alcohols or undergo a silicon accelerated isomerization/electrocyclic ring opening, processes accessible only because of the exocyclic double bond. In addition, oxetane oxocarbenium ions, derived from protonation …
Also, 2-methyleneoxetanes can be converted to homopropargyl alcohols or undergo a silicon accelerated isomerization/electrocyclic ring openi …
Oxetanes in Drug Discovery Campaigns.
Rojas JJ, Bull JA. Rojas JJ, et al. J Med Chem. 2023 Sep 28;66(18):12697-12709. doi: 10.1021/acs.jmedchem.3c01101. Epub 2023 Sep 7. J Med Chem. 2023. PMID: 37676858 Free PMC article. Review.
The oxetane ring is an emergent, underexplored motif in drug discovery that shows attractive properties such as low molecular weight, high polarity, and marked three-dimensionality. Oxetanes have garnered further interest as isosteres of carbonyl groups and as molecular to …
The oxetane ring is an emergent, underexplored motif in drug discovery that shows attractive properties such as low molecular weight, …
4-(2-Oxa-6-aza-spiro-[3.3]hept-6-yl)-benzo-nitrile.
Li J, Xu T, Wu PB, Lu J, Tang Y. Li J, et al. Acta Crystallogr Sect E Struct Rep Online. 2010 Apr 28;66(Pt 5):o1179. doi: 10.1107/S1600536810012936. Acta Crystallogr Sect E Struct Rep Online. 2010. PMID: 21579220 Free PMC article.
In the title compound, C(12)H(12)N(2)O, the azetidine ring (r.m.s. deviation = 0.021 A) and the oxetane ring (r.m.s. deviation = 0.014 A) are nearly perpendicular to each other [dihedral angle = 89.7 (1)]. ...
In the title compound, C(12)H(12)N(2)O, the azetidine ring (r.m.s. deviation = 0.021 A) and the oxetane ring (r.m.s. deviation = 0.01 …
566 results