CAS: 17957-94-7; (R)-3,6-Dimethyl-4,5,6,7-Tetrahydrobenzofuran

上下游产品

CAS号138286-48-3 (7R,8aR)-3,5,6,... | CAS号81454-79-7 4-chloroisopulegone | CAS号89-82-7 蒲勒酮， 胡薄荷酮，长叶薄荷酮 | CAS号147594-70-5 (-)-(6R)-(2E)-1... | CAS号141208-72-2 (+)-(6R)-(2E)-1...

📜(+)-香茅醛置于吡啶,咪唑,叔丁基过氧化氢,Lithium Hydroxide,Sodium Tetrahydroborate,Silver(I) Nitrite,Selenium(Iv) Oxide,硼酸三甲酯,四丁基氟化铵,水,氢气,对氯苯异氰酸酯,三乙胺,N,N-二异丙基乙胺,Sodium Iodide体系中,用 四氢呋喃,甲醇,乙醚,二氯甲烷,N,N-二甲基甲酰胺,丙酮,苯 用作溶剂,25.0 °C,196.12 Kpa 条件下,反应 110.5H,反应生成(+)-薄荷呋喃
参考文献:Furanoterpene Synthesis Via Intramolecular Nitrile Oxide Cycloaddition Reaction: A Total Synthesis Of (+)-Menthofuran
标题:Furanoterpene Synthesis Via Intramolecular Nitrile Oxide Cycloaddition Reaction: A Total Synthesis Of (+)-Menthofuran
摘要:A Fused Furan Assembling Strategy Based On An Intramolecular [3+2] Dipolar Cycloaddition Reaction Of Nitrile Oxide Has Been Applied To A Total Synthesis Of Perfumy Furanomonoterpene (+)-Menthofuran (1). The Key Cycloaddition Substrates (9) And (1 2) Are Easily Prepared Via Straightforward Routes Starting From (+)-Citronellal And These Are Treated With Sodium Hypochlorite And P-Chlorophenyl Isocyanate,Respectively. The Cycloaddition Reactions Generate 10 : 1 Mixture Of Diastereoisomeric Isoxazolines (2A) And (2B) In Good To Excellent Yields. The Isoxazolines (2A,B) Thus Obtained Are Converted To (+)-Menthofuran (1) By Sequential Reductive Hydrolysis And Alkaline Hydrolysis (Or Vice Versa) Followed By Acid Treatment Of The Resulting Beta,Gamma-Dihydroxy Ketone (1 4).
Doi:10.3987/com-92-6231

专利信息

专利号:US-10377729-B2
优先权日:2015-06-15
标题 :Bis-furan derivatives as transthyretin (TTR) stabilizers and amyloid inhibitors for the treatment of familial amyloid polyneuropathy (FAP)
发明人：VIEIRA SIMÕES CARLOS JOSÉ; LOURENÇO DE ALMEIDA ZAIDA CATARINA; VASCONCELOS DIAS DE PINHO E MELO TERESA MARGARIDA; PONTES MEIRELES FERREIRA DE BRITO RUI MANUEL; SILVA COSTA DORA CRISTINA; CABRAL CARDOSO LOPES ANA LÚCIA
权利人:BSIM THERAPEUTICS S A
摘要:The design and synthesis of a novel bis-furan scaffold tailored for high efficiency at inhibiting transthyretin amyloid formation is reported. In vitro results show that the discovered compounds are more efficient inhibitors of amyloid formation than tafamidis, a drug currently used in the treatment of familial amyloid polyneuropathy (FAP), despite their lower molecular weight and lipophilicity. Moreover, ex vivo experiments with the strongest inhibitor in the series, conducted in human blood plasma from normal and FAP Val30Met-transthyretin carriers, disclose remarkable affinity and selectivity profiles. The promises and challenges facing further development of this compound are discussed under the light of increasing evidence implicating transthyretin stability as a key factor not only in transthyretin amyloidoses and several associated co-morbidities, but also in Alzheimer's disease.

专利号:US-4240969-A
优先权日:1979-09-04
标 题 :Synthesis of menthofuran
发明人：DIN ZIA U; HO T L; TRAYNOR SEAN G
权利人:SCM CORP
摘要:A new process for synthesizing menthofuran is disclosed. Said process comprises epoxidizing isopulegol to form the new compound isopulegol epoxide. The epoxide is then oxidized to form isopulegone epoxide which can be cyclodehydrated to form menthofuran.