Incorporation of 2-hydroxy-4-methoxybenzyl protection during peptide synthesis via reductive alkylation on the solid phase

Tetrahedron Letters

Volumn 37, Issue 50, 1996, Pages 9097-9100

  Ede, Nicholas J ^a   Ang, Kiah How ^a   James, Ian W ^a   Bray, Andrew M ^a  

^a Mimotopes Pty Ltd   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID; PEPTIDE;

ALKYLATION; ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; DRUG SYNTHESIS; METHODOLOGY; PEPTIDE SYNTHESIS; PROTECTION; REACTION ANALYSIS;

EID: 0030577476     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(96)02095-3     Document Type: Article

References (17)

1. 1. Hyde, C., Johnson, T., Owen, D., Quibell, M., Sheppard, R.C., Int. J. Peptide Protein Res., 1994, 43, 431-440.
2. 2. Quibell, M., Turnell, W.G., Johnson, T., J. Chem. Soc., Perkin Trans. 1, 1995, 2019-2024.
3. 3. Johnson, T., Quibell, M., Owen, D., Sheppard, R.C., J. Chem. Soc. . Chem Commun., 1993, 4, 369-372.
4. 4. Quibell, M., Packman, L.C., Johnson, T., J. Am. Chem. Soc., 1995, 117, 11656-11668.
5. 5. Quibell, M., Packman, L.C. Johnson, T., J. Chem. Soc., Perkin Trans. 1, 1996, 1227-1234.
6. 6. Quibell, M., Owen, D., Packman, L.C. Johnson, T., J. Chem. Soc., Chem. Commun., 1994, 2343-2344.
7. 7. Offer, J., Quibell, M. Johnson, T., J. Chem. Soc., Perkin Trans. 1, 1996, 175-182.
8. 8. Urge, L., Otvos, L., Lett. Pept. Sci, 1995, 1, 207.
9. 9 The Hmb derivatives of several Fnioc amino acids are sold by Novabiochem.
10. 10. Coy, D.H., Hocart, S.J., Sasaki, Y., Tetrahedron, 1988, 44, 835-841.
11. 11. Valerio, R.M., Bray, A.M. Patsiouras, H., Tetrahedron Lett., 1996, 37, 3019-3022.
12. 12. Bray, A.M., Chiefari, D.S., Valerio, R.M., Maeji, N.J., Tetrahedron Lett., 1995, 36, 5081-5084.
13. 13. Szardenings, A.K., Burkoth, T.S., Look, G.C, Campbell, D.A., J. Org. Chem., 1996, 61, 6720-6722.
14. 14. Chlorotrityl resin purchased from PepChem Goldammer and Clauseu, Germany.
15. 68. Acetylation in experiments D and E results in acetylation of both the Hmb protecting group and the N-terminus.
16. 2O for HPLC and MS analysis.
17. 17. Smart, S.S., Mason, T.J., Bennell, P.S., Maeji, N.J. Geysen, H.M., Int. J. Peptide Protein Res., 1996, 47, 47-55.