一个化合物含有二氧甲叉基,希望把这个基团的亚甲基上的氢被氘取代,取代一个或两个氢都可以,希望高手提供点经验,。
这个位置的氢有一定酸性,假如直接与重水交换,是否可以把这个位置的氢交换下来?
还有没有其他的氢交换的方法?
结构见下图:
底物的水溶性可能不太好。
强碱性条件下重水交换,苄位也可能部分交换,生成混合物不易纯化。
也可以把亚甲基先去掉,再用氘代的聚甲醛重新上去,这样可能比较稳妥。
See p1
Preparation of substituted phenylpiperidines with serotoninergic activity and enhanced therapeutic properties. Gant, Thomas G.; Sarshar, Sepehr. (USA). U.S. Pat. Appl. Publ. (2007), 59pp. CODEN: USXXCO US 2007112031 A1 20070517 Patent written in English. Application: US 2006-598572 20061113. Priority: US 2005-736581 20051114; US 2005-741530 20051201. CAN 146:521685 AN 2007:536891
Tadalafil derivs. as novel pharmaceutical compounds that are PDE5 inhibitors. Tung, Roger. (Concert Pharmaceuticals Inc., USA). PCT Int. Appl. (2007), 72pp. CODEN: PIXXD2 WO 2007016361 A2 20070208 Patent written in English. Application: WO 2006-US29461 20060728. Priority: US 2005-703570 20050729; US 2005-703612 20050729. CAN 146:221150 AN 2007:150679
Benzodioxole isotopologue derivatives as selective serotonin reuptake inhibitors, their preparation, pharmaceutical compositions, and use in therapy. Tung, Roger. (Concert Pharmaceuticals Inc., USA). PCT Int. Appl. (2007), 75pp. CODEN: PIXXD2 WO 2007016431 A2 20070208 Patent written in English. Application: WO 2006-US29599 20060728. Priority: US 2005-704073 20050729. CAN 146:229323 AN 2007:146289
Biosynthetic Characterization and Chemoenzymatic Assembly of the Cryptophycins. Potent Anticancer Agents from Nostoc Cyanobionts. Magarvey, Nathan A.; Beck, Zachary Q.; Golakoti, Trimurtulu; Ding, Yousong; Huber, Udo; Hemscheidt, Thomas K.; Abelson, Dafna; Moore, Richard E.; Sherman, David H. Department of Microbiology and BioTechnology Institute, University of Minnesota, Minneapolis-St. Paul, MN, USA. ACS Chemical Biology (2006), 1(12), 766-779. Publisher: American Chemical Society, CODEN: ACBCCT ISSN: 1554-8929. Journal written in English. CAN 146:268717 AN 2006:1315963
苄位呀苄位!base
苄位呀苄位!base 氘代的聚甲醛Aildrich有售。
不知道楼住的实验目的是什么?
这个位置的氢有一定酸性,假如直接与重水交换,是否可以把这个位置的氢交换下来?
还有没有其他的氢交换的方法?
结构见下图:
底物的水溶性可能不太好。
强碱性条件下重水交换,苄位也可能部分交换,生成混合物不易纯化。
也可以把亚甲基先去掉,再用氘代的聚甲醛重新上去,这样可能比较稳妥。
See p1
Preparation of substituted phenylpiperidines with serotoninergic activity and enhanced therapeutic properties. Gant, Thomas G.; Sarshar, Sepehr. (USA). U.S. Pat. Appl. Publ. (2007), 59pp. CODEN: USXXCO US 2007112031 A1 20070517 Patent written in English. Application: US 2006-598572 20061113. Priority: US 2005-736581 20051114; US 2005-741530 20051201. CAN 146:521685 AN 2007:536891
Tadalafil derivs. as novel pharmaceutical compounds that are PDE5 inhibitors. Tung, Roger. (Concert Pharmaceuticals Inc., USA). PCT Int. Appl. (2007), 72pp. CODEN: PIXXD2 WO 2007016361 A2 20070208 Patent written in English. Application: WO 2006-US29461 20060728. Priority: US 2005-703570 20050729; US 2005-703612 20050729. CAN 146:221150 AN 2007:150679
Benzodioxole isotopologue derivatives as selective serotonin reuptake inhibitors, their preparation, pharmaceutical compositions, and use in therapy. Tung, Roger. (Concert Pharmaceuticals Inc., USA). PCT Int. Appl. (2007), 75pp. CODEN: PIXXD2 WO 2007016431 A2 20070208 Patent written in English. Application: WO 2006-US29599 20060728. Priority: US 2005-704073 20050729. CAN 146:229323 AN 2007:146289
Biosynthetic Characterization and Chemoenzymatic Assembly of the Cryptophycins. Potent Anticancer Agents from Nostoc Cyanobionts. Magarvey, Nathan A.; Beck, Zachary Q.; Golakoti, Trimurtulu; Ding, Yousong; Huber, Udo; Hemscheidt, Thomas K.; Abelson, Dafna; Moore, Richard E.; Sherman, David H. Department of Microbiology and BioTechnology Institute, University of Minnesota, Minneapolis-St. Paul, MN, USA. ACS Chemical Biology (2006), 1(12), 766-779. Publisher: American Chemical Society, CODEN: ACBCCT ISSN: 1554-8929. Journal written in English. CAN 146:268717 AN 2006:1315963
苄位呀苄位!base
苄位呀苄位!base 氘代的聚甲醛Aildrich有售。
不知道楼住的实验目的是什么?