Use of magic angle spinning 1H NMR spectroscopy to monitor reactions in solid-phase synthesis

Chinese Chemical Letters

Volumn 8, Issue 12, 1997, Pages 1063-1064

  Yu, Ai Ming ^a   Yang, Hua Zheng ^a   Sun, Ping Chuan ^a   Zhang, Zhen Pu ^a   Li, Ming ^a  

^a NANKAI UNIVERSITY   (China)

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EID: 0031322615     PISSN: 10018417     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (7)

1. a. M.A. Gallop, R.W. Barret, W.J. Dower, et al., J. Med. Chem., 1994,37,1233.
2. b. E.M. Gordon, R.W. Barret, W.J. Dower, et al., J. Med. Chem., 1994,37,1385.
3. W.C. Fitch, G. Detre, C.P. Holmes, J.N. Shoolery, P.A. Keifer, J. Org. Chem., 1994,59,7995.
4. R.C. Anderson, J.P. Stokes, M.J. Shapiro, Tetrahedron Lett., 1995,36,5311.
5. S.K. Sarkar, R.S. Garigipati, J.L. Adams, PA. Keifer, J. Am. Chem. Soc., 1996,118,2305.
6. 2 before introducing it into the rotor. Data were collected using a conventional MAS solid state probe at a spinning rate above 1KHz.
7. The ester 1 was prepared by the DCC/DMAP-promoted acylation of 2-bromopropionic acid with Wang resin(1% crosslinked, 0.76mmol/g). General procedure for amination and acylation is as follows. The ester 1(0.15mmol) was treated with piperazine(1.5mmol) in DMF(8ml) at room temperature for 24h. The resultant resin was treated with cyanoacetic acid(0.45mmol), DCC(0.45mmol) and DMAP(0.01g) in DCM(10ml) at room temperature for 3h. Then the resin was collected, washed successfully with DCM, DMF, THF, MeOH, dried on vacuo(R.N. Zuckerman, J.M. Kerr, S.B.H. Kent, W.H. Moos, J. Am. Chem. Soc., 1992,114,10646).