Category «synthesis»

Cookson’s Dione

It’s only fair to share… Chemical Names: Cyclopentadienebenzoquinone; 1200-89-1; 1,4,4a,8a-Tetrahydro-1,4-methanonaphthalene-5,8-dione; 1,4-Methanonaphthalene-5,8-dione, 1,4,4a,8a-tetrahydro-; NSC 25329; 1,4,4a,8a-Tetrahydro-endo-1,4-methanonaphthalene-5,8-dione Molecular Formula: C11H10O2 Molecular Weight: 174.199 g/mol 1H NMR (CDCl3, 400 MHz) δ = 1.41 (dt, J = 8.8, 1.5 Hz, 1H), 1.52 (dt, J = 8.8, 1.8 Hz, 1H), 3.20 (dd, J = 2.5, 1.5 Hz, 2H), 3.52 (m, …

S-Acetylation of Thiols Mediated by Triflic Acid: A Novel Route to Thioesters

It’s only fair to share… This paper demonstrates an efficient, mild, and chemoselective synthesis of various thioesters via a HOTf-catalyzed S-acetylation of aromatic and aliphatic thiols using isopropenyl acetate as a cheap and convenient acetylating agent. During our tests, we also investigated the differences between the activities of metal triflates and triflic acid as catalysts …

(2R,4R)-Methyl-2-tert-butyl-1,3-thiazolidine-3-formyl-4-carboxylate

It’s only fair to share…   (2R,4R)-Methyl-2-tert-butyl-1,3-thiazolidine-3-formyl-4-carboxylate (18) the resulting crude was purified by flash chromatography on silica gel (eluted by 30–50% ethyl acetate in hexane). The collected fractions were evaporated and recrystallized from diethyl ether–hexanes (1:1, v/v) to afford N-formyl thazolidine 18 (300 g, 90% yield, 97% HPLC purity) as colorless crystals. 1H NMR (400 MHz, CDCl3, mixture …

Benzyl (5-methylpyrazin-2-yl)carbamate

It’s only fair to share… 2-(Cbz-Amino)-5-methylpyrazine Molecular Formula: C13H13N3O2 Molecular Weight: 243.266 g/mol Benzyl (5-methylpyrazin-2-yl)carbamate CAS 1033418-57-3 Mp 191.4 °C. IR 1719, 1567, 1353, 1226, 1054, 759, 744, 706 cm–1. 1H NMR (DMSO-d6, 500 MHz) 10.45 (br, 1H), 8.93 (s, 1H), 8.20 (s, 1H), 7.42–7.32 (m, 5H), 5.18 (s, 2H), 2.41 (s, 3H). 13C NMR (DMSO-d6, …

Hypericin

It’s only fair to share…     Hypericin Hypericin is a naphthodianthrone, an anthraquinone derivative which, together with hyperforin, is one of the principal active constituents of Hypericum (Saint John’s wort).[2][3] Hypericin is believed to act as an antibiotic, antiviral[2] and non-specific kinaseinhibitor. Hypericin may inhibit the action of the enzyme dopamine β-hydroxylase, leading to increased dopamine levels, although thus possibly decreasing norepinephrine and epinephrine. It was initially believed that the anti-depressant pharmacological …

Ruthenium-Catalyzed Tandem C–H Fluoromethylation/Cyclization of N-Alkylhydrazones with CBr3F: Access to 4-Fluoropyrazoles

It’s only fair to share… 4-Fluoropyrazoles are accessible in a single step from readily available aldehyde-derived N-alkylhydrazones through double C–H fluoroalkylation with tribromofluoromethane (CBr3F). RuCl2(PPh3)3 has been proven to be the most efficient catalyst for this transformation when compared to a range of other Cu-, Pd-, or Fe-based catalyst systems. Alexis Prieto Alexis Prieto, Didier Bouyssi*, and Nuno Monteiro*  …

Continuous-Flow Preparation of γ-Butyrolactone Scaffolds, 2-(5,5-dimethyl-2-oxotetrahydrofuran-3- yl)acetic acid

It’s only fair to share… (5,5-dimethyl-2-oxotetrahydrofuran-3-yl)acetic acid 2-(5,5-Dimethyl-2-oxotetrahydrofuran-3-yl)acetic acid 2-carboxymethyl-4-methyl-4-pentanolide, Cas 412298-86-3       2-(5,5-Dimethyl-2-oxotetrahydrofuran-3-yl)acetic acid (4a). 1H NMR (DMSO-d6, 400 MHz): δ = 3.20 – 3.10 (m, 1H), 2.62 (dd, J = 17.1, 4.4 Hz, 1H), 2.54 – 2.45 (m, 1H), 2.31 – 2.21 (m, 1H), 1.84 (t, J = 12.0 Hz, 1H), 1.39 …

2,4-dimorpholinocyclopent-2-enone

It’s only fair to share…   1465003-25-1 cas   2,4-dimorpholinocyclopent-2-enone (1b): 1H NMR (300 MHz, CDCl3) 6.24 (d, J = 2.9 Hz, 1H, COC=CH), 3.78 (t, J = 4.7 Hz, 4H, morpholine), 3.73 (t, J = 4.7 Hz, 4H, morpholine), 3.73-3.72 (m, 1H, COCH2CHN), 3.15-3.14 (m, 4H, morpholine), 2.54-2.52 (m, 4H, morpholine), 2.49-2.48 (m, 1H, …

Cross dehydrogenative coupling of N-aryltetrahydroisoquinolines (sp3 C-H) with indoles (sp2 C-H) using a heterogeneous mesoporous manganese oxide catalyst

It’s only fair to share… Cross dehydrogenative coupling of N-aryltetrahydroisoquinolines (sp3 C-H) with indoles (sp2 C-H) using a heterogeneous mesoporous manganese oxide catalyst Green Chem., 2017, Advance Article DOI: 10.1039/C7GC01919J, Communication B. Dutta, V. Sharma, N. Sassu, Y. Dang, C. Weerakkody, J. Macharia, R. Miao, A. R. Howell, S. L. Suib We disclose a novel, …