D-18954

2,3-双(2-氟-4-羟基苯基)-2,3-二甲基丁烷Chemical Name: 2,3-Bis(2-fluoro-4-hydroxyphenyl)-2,3-dimethylbutane
CAS No. 96826-17-4
项目整合开发状态: Preclinical
项目研究机构: Asta Medica (Originator), Universit鋞 Regensburg (Originator)
合成路线:The synthesis of D-18954 is performed using dimethyl(2-fluoro-4-methoxy-phenyl)carbinol (I) as educt.The tertiary alcohol (I) can be obtained by Grignard reaction of 2-fluoro-4-methoxyacetophenone with methyl magnesium iodide.The dibenzyl derivative (II) is prepared by reductive coupling of (I) using TiCl3-LiAlH4,according to the method of McMurry and Silvestri.The cleavage of the methoxy groups is accomplished with BBr3 and gives D-18954.
📌 参考资料/链接:
参考文献标题:D-18954
文献作者:Schneider,M.A.; Sch鰊enberger,H.; Schwarz,W.; Hartmann,R.W.; Engel,J.
参考来源:Drugs Fut 1988,13(8),720

📄 详细内容


合成路线:The synthesis of D-18954 is performed using dimethyl(2-fluoro-4-methoxy-phenyl)carbinol (I) as educt.The tertiary alcohol (I) can be obtained by Grignard reaction of 2-fluoro-4-methoxyacetophenone with methyl magnesium iodide.The dibenzyl derivative (II) is prepared by reductive coupling of (I) using TiCl3-LiAlH4,according to the method of McMurry and Silvestri.The cleavage of the methoxy groups is accomplished with BBr3 and gives D-18954.

参考文献标题:Ring-substituted 1,1,2,2-tetraalkilated 1,2-bis(hydroxyphenyl)-ethanes.4.Synthesis,estrogen receptor binding afinity of simetrically disubstituted 1,1,2,2,-tetramethyl-1,2-bis(hydroxyphenyl)ethanes
文献作者:Hartmann,R.W.; et al.
参考来源:J Med Chem 1985,28(28),1295


合成路线:The tertiary alcohol (I) can be obtained by Grignard reaction of methyl 4-methoxybenzoate with methylmagnesium iodide.The bibenzyl derivative (II) is prepared by reductive coupling of (I) using TiCl3 - LiAlH4,according to the method of McMurry and Silvestri.The cleavage of the methoxy groups is performed with BBr3 and gives tetramethylHES.

合成路线:The synthesis of D-18954 is performed using dimethyl(2-fluoro-4-methoxy-phenyl)carbinol (I) as educt.The tertiary alcohol (I) can be obtained by Grignard reaction of 2-fluoro-4-methoxyacetophenone with methyl magnesium iodide.The dibenzyl derivative (II) is prepared by reductive coupling of (I) using TiCl3-LiAlH4,according to the method of McMurry and Silvestri.The cleavage of the methoxy groups is accomplished with BBr3 and gives D-18954.
参考文献标题:Simplified method for the titanium (II)-induced coupling of allylic and benzylic alcohols
文献作者:Silvestri,M.A.; McMurry,J.E.
参考来源:J Org Chem 1975,402687


产品链接: CAS No. 96826-17-4››