Chemistry Services

Home
首页

Catalog Search
产品搜索

常用保护基---叔丁基二苯基氯硅烷(TBDPSCl)

【英文名称】tert-Butyldiphenylchlorosilane

【分子式】C16H19ClSi

【分子量】274.86

【CA 登录号】58479-61-1 

【缩写和别名】TBDPSCl, TBDPS-Cl,t-Butyl-diphenylsilyl Chloride

【物理性质】无色液体,bp 93-95 °C/0.0015 mmHg, d 1.057 g/cm3。与大多数

有机溶剂混溶,通常在DMF、CH2Cl2和THF中使用。

【制备和商品】国内外试剂公司均有销售。

【注意事项】对空气和质子性溶剂敏感,可预配

成DMF溶液在冰箱中储存。在无水体系中使用,在通风橱中进行操作。

image.png

image.png

image.png

参考文献

 1. 综述文献见:(a) Wuts,P. G. M.; Greene, T. W. Greene's Protective Groups in Organic Synthesis; 4th ed.,John Wiley & Sons:Hoboken, NJ,2007. (b) Nelson,T. D.; Crouch, R. D. Synthesis 1996,1031. (c) Crouch, R. D. Tetrahedron 2004, 60,5833.

2. (a)Hanessian, S.; Lavallee, P. Can. J. Chem.1975, 53, 2975. (b) Nicolaou, K. C.; Papahatjis, D. P.;Claremon, D. A.; Magolda, R. L.; Dolie, R. E. J.Org. Chem. 1985, 50, 1440.

3. Roche, C.; Desroy, N.; Haddad, M.; Phansavath, P.; Genet, J.-P. Org.Lett, 2008,10, 3911.

4.Pattenden, G.; Ashweek, N.J.;  Baker-Glenn, C. A. G.; Kempson, J.; Walker, G. M.; Yee, J. G. K.Org. Biomol. Chem. 2008, 6, 1478.

5. (a)Loh,T.-P.;Feng’L.-C.Tetrahedron Lett.2001,42,3223. (b) Shekhani,M.S.;Khan,K.M.;Mahmood, K.; Shah, P. M.; Malik, S. Tetrahedron Lett. 1990, 31,1669.

6. Lee, A. S.-Y.; Yeh, H.-C.; Shie, J.-J. Tetrahedron Lett. 1998, 39, 5249.

7.Wang, B.; Sun, H.-X.; Sun, Z.-H. J.Org. Chem. 2009, 74,1781.

8. Overman, L. E.; Okazaki, M. E.; Mishra, P. Tetrahedron Lett. 1986, 27,4391.

9. (a)Lim, S. M.; Hill, N.; Myers, A. G.J. Am. Chem. Soc.2009,131,5763. (b) Horiguchi, Y.; Suehiro,I‘;Sasaki, A.; Kuwajima, I. Tetrahedron Lett. 1993,34, 6077.

10. Tomooka, K.; Nakazaki, A.; Nakai, T. J.Am. Chem. Soc. 2000,122,408.

11.Rajashekhar, B.; Kaiser, E. T. J.Org. Chem. 1985,50, 5480.