Reference of 637031-88-0, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 637031-88-0, name is 3,3-Difluorocyclobutanol. This compound has unique chemical properties. The synthetic route is as follows.
[0433] Step D: Preparation of 6-fluoro-l-(trifluoromethyl)-5,6- dihvdrospirorcvclopentarc1pyridine-7,2′-rL31dioxolan1-4-ol and l-(trifluoromethyl)-5,6- dihvdrospirorcvclopentarc1pyridine-7,2′-rL31dioxolan1-4-ol: A solution of 4′-bromo-6′-fluoro- -(trifluoromethyl)spiro[l,3-dioxolane-2,7′-5,6-dihydrocyclopenta[c]pyridine] (96.2mg, 0.2800mmol) and 2-(di-t-butylphosphino)-3,6-dimethoxy-2′,4′,6′-tri-i-propyl-l, r-biphenyl (3.4 mg, 0.007 mmol) in 1,4-dioxane (5.0 mL) was sparged with nitrogen for 3 mins. The reaction mixture was then treated sequentially with potassium hydroxide (47.3 mg, 0.84 mmol), water (101 muEpsilon, 5.62 mmol) and [2-(2-aminophenyl)phenyl]-methylsulfonyloxy-palladium; di-t-butyl- [3,6-dimethoxy-2-(2,4,6-triisopropylphenyl)phenyl]phosphane (6.0 mg, 0.007 mmol) under continuous nitrogen stream. The vessel was sealed and heated to 80 C for 1 h and 30 min. The reaction mixture was quenched by the addition of acetic acid (64.3 muEpsilon, 1.13 mmol). The reaction mixture was poured into 75 mL of water and extracted with 4 x 20 mL EtOAc. The combined organics were dried with MgS04, filtered, and concentrated to dryness. The product was used without further purification (87 mg). During the reaction, some of the hydrodefluorinated product formed as an impurity. Data for 6-fluoro-l-(trifluoromethyl)-5,6- dihvdrospirorcvclopentarclpyridine-7.2′-ri.31dioxolanl-4-ol: LCMS ESI (+) (M+H) m/z 280. Data for l-(trifluoromethyl)-5,6-dihydrospiro[cyclopenta[clpyridine-7,2′-[L31dioxolanl-4-ol: LCMS ESI (+) (M+H) m/z 262. [0434] Step E: Preparation of 4-(3,3-difluorocvclobutoxy)-6-fluoro-l-(trifluoromethyl)- 5,6-dihydrospiro[cyclopenta[clpyridine-7,2′-[L31dioxolanel and 4-(3 , 3 -difluorocy clobutoxy)- 1 – (trifluoromethyl)-5,6-dihvdrospirorcvclopentarc1pyridine-7,2′-rL31dioxolane1: A solution of impure 6′-fluoro- -(trifluoromethyl)spiro[l,3-dioxolane-2,7′-5,6-dihydrocyclopenta[c]pyridine]- 4′-ol (44.0 mg, 0.16 mmol), polymer supported triphenylphosphine (-2.06 mmol/g, 306.2 mg, 0.63 mmol), and 3,3-difluoro-cyclobutanol (68.1 mg, 0.63 mmol) in tetrahydrofuran (3.2 mL) was treated with diisopropyl azodicarboxylate (120 mu^, 0.61 mmol) and stirred at 60 C for 2 h. The reaction mixture was filtered and the filter cake rinsed with 20 mL EtOAc. The filtrate was concentrated and purified by chromatography on silica using 10-30% EtOAc/hexane to afford a clear solid (39.0 mg, 67%) that was a 2: 1 mixture of the fluorinated and hydrodefluorinated products. LCMS ESI (+) (M+H) m/z 370. Data for 4-(3.3 -difluorocvclobutoxy)-6-fluoro- 1 – (trifluoromethyl)-5,6-dihvdrospirorcvclopentarc1pyridine-7,2′-rL31dioxolane1: LCMS ESI (+) (M+H) m/z 370. Data for 4-(3.3-difluorocvclobutoxyVl-(trifluoromethvn-5.6- dihvdrospirolcvclopentalc1pyridine-7.2′-r 1.3 ldioxolanel : LCMS ESI (+) (M+H) m/z 352.
While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 637031-88-0, 3,3-Difluorocyclobutanol.
Reference:
Patent; PELOTON THERAPEUTICS, INC.; WEHN, Paul; XU, Rui; YANG, Hanbiao; (146 pag.)WO2016/144826; (2016); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts