CAS: 75714-59-9; (R)-3,3'-Dibromo-2,2'-Dimethoxy-1,1'-Binaphthalene

该化合物是一种手性双亚硫酰衍生物,广泛用作非对称合成中的悬浮或构件,其硬性,正轴性手性结构在催化反应中加强了立体选择性,特别是在过渡性金属催化变异中.3,3'位置的溴替代成分为进一步功能化提供了反应场所,而甲氧基组则有助于电子调制和溶解性.该化合物因其高抗衡性和稳定性而备受重视,适合医药,农用化学品和材料科学的应用.其定义明确的立体化学学确保了对等选择性过程的一贯性,支持光活性化合物的精确发展.

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上下游产品

2,2'-dimethoxy-1,1'-binaphthyl (R)-2,2'-dimethoxy-1,1'-dinaphthyl 3,3'-diphenyl-1,1'-bi-2-naphthol (R)-3,3'-dibromo-5,5',6,6',7,7',8,8'-°Ctahydro-[1,1'-binaphthalene]-2,2'-diol rac-3,3'-bis(2,4,6-triisopropylphenyl)-2,2'-dimethoxy-1,1'-dinaphthyl 3,3'-Bis-(3-bromo-2-hydroxy-5-methyl-phenyl)-[1,1']binaphthalenyl-2,2'-diol

合成工艺路线路线简述

  • 合成目标产物 (R)-3,3'-Dibromo-2,2'-Dimethoxy-1,1'-Binaphthyl 主要起始原料 (R)-(+)-2,2'-Dimethoxy-1,1'-Binaphthalene
  • (文献来源)合成步骤主要原料 (R)-(+)-2,2'-Dimethoxy-1,1'-Binaphthalene
📜(R)-1,1'-Bi-2-Naphthol置于正丁基锂,四甲基乙二胺,Sodium Hydroxide体系中,用 乙醚 作为反应溶剂,化学反应 8.5H,反应生成 (R)-3,3'-二溴-2,2'-二甲氧基-1,1'-联萘
参考文献:新型手性 (R)-3,3'-二取代 Binol-磷酸盐的合成,α-葡萄糖苷酶抑制和抗菌活性
标题:新型手性 (R)-3,3'-二取代 Binol-磷酸盐的合成,α-葡萄糖苷酶抑制和抗菌活性
摘要:摘要 制备了一类新的3,3'-二取代手性(R)-Binol衍生的磷酸衍生物.通过在 Suzuki-Miyaura 交叉偶联中使用 Pd/c 作为催化剂,使用未保护的 Binol 衍生物对合成方法进行了优化.已经对目标化合物进行了表征并测试了它们的 α-葡萄糖苷酶抑制和抗菌活性.
DOI:10.1134/s1070363222050206

海关参考信息

专利信息


专利号:US-7517828-B2
优先权日:2003-04-25
标 题 :Chiral broensted acid catalyst for asymmetric synthesis and method of asymmetric synthesis with the catalyst
发明人:AKIYAMA TAKAHIKO
权利人:TOAGOSEI CO LTD
摘要:A compound usable as an asymmetric synthesis catalyst which can be easily synthesized without using any metal such as a lanthanoid group element; a method of asymmetric synthesis with the compound; and a chiral compound obtained by the asymmetric synthesis method. A Broensted acid is used as a catalyst in asymmetric synthesis, the chiral Broensted acid being represented by formula (1) below or formula (3) below. The asymmetric synthesis method employs the catalyst. Asymmetric synthesis with the catalyst gives a chiral compound.

专利号:US-2006276329-A1
优先权日:2003-04-25
标题:Asymmetric synthesis catalyst based on chiral brsnsted acid and method of asymmetric synthesis with the catalyst

专利号:EP-1623971-A1
优先权日:2003-04-25
标 题:Asymmetric-synthesis catalyst based on chiral broensted acid and method of asymmetric synthesis with the catalyst

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合成参考文献


参考文献:10.1055/s-0031-1290193
摘要:Bhadury P, Li H. Organocatalytic Asymmetric Hydrophosphonylation/Mannich Reactions Using Thiourea, Cinchona and Brønsted Acid Catalysts. Synlett. 2012 Apr 23;23(08):1108–31. doi: 10.1055/s-0031-1290193.
参考文献:10.1055/s-0030-1258505
摘要:Klussmann M, List B, Ratjen L, Hoffmann S, Wakchaure V, Goddard R. Synthesis of TRIP and Analysis of Phosphate Salt Impurities. Synlett. 2010 Jul 16;2010(14):2189–92. doi: 10.1055/s-0030-1258505.
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