The application of the Pmc-protecting group to reduced peptide bond synthesis

Synlett

Volumn , Issue 10, 1999, Pages 1606-1608

  Kołodziejczyk, Aleksandra S ^a   Sugajska, Ewa ^a   Falkiewicz, Bogdan ^a   Wiśniewski, Kazimierz ^a,b  

^a UNIVERSITY OF GDA SK   (Poland)

^b Ferring Pharmaceuticals AS   (Denmark)

Author keywords

Alkylations; Amino alcohols; Mitsunobu reaction; Peptides; Solid phase synthesis

Indexed keywords

PEPTIDE;

ALKYLATION; ARTICLE; CHEMICAL MODIFICATION; CHEMICAL REACTION; OXIDATION REDUCTION REACTION; PEPTIDE SYNTHESIS;

EID: 0037902706     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1999-823029     Document Type: Article

References (15)

1. Sasaki, Y.; Coy, D. H. Peptides 1987, 8, 119. Coy, D. H.; Hocart, S. J.; Sasaki, Y. Tetrahedron 1988, 44, 835.
2. Sasaki, Y.; Coy, D. H. Peptides 1987, 8, 119. Coy, D. H.; Hocart, S. J.; Sasaki, Y. Tetrahedron 1988, 44, 835.
3. Wen, J. J.; Spatola, A. F. J. Peptide Res. 1997, 49, 3.
4. Dueholm, K. L.; Egholm, M.; Burchardt, O. Org. Prep. Proced. Int. 1993, 25, 457.
5. Wiśniewski, K.; Kołodziejczyk, A. S.; Falkiewicz, B. J. Peptide Sci. 1998, 4, 1.
6. Wiśniewski, K.; Kołodziejczyk, A. S. Tetrahedron Lett. 1997, 38, 483.
7. th Eur. Peptide Symp.; Ramage, R. and Epton, R., Eds.; Mayflower Sci. Ltd., Kingswinford, 1998; p 371.
8. th Eur. Peptide Symp.; Ramage, R. and Epton, R., Eds.; Mayflower Sci. Ltd., Kingswinford, 1998; p 371.
9. Ramage, R.; Green, J. Tetrahedron Lett. 1987, 28, 2287.
10. α Phe), 5.07 (bs, 1H, NH), 6.87-7.45 (m, 5H, Ph), 8.55 (bs, 1H, OH).
11. Tsunoda, T.; Yamamiya, Y.; Itô, S. Tetrahedron Lett. 1993, 34, 1639. Tsunoda, T.; Otsuka, J.; Yamamija, Y.; Itô, S. Chem. Lett. 1994, 539.
12. Tsunoda, T.; Yamamiya, Y.; Itô, S. Tetrahedron Lett. 1993, 34, 1639. Tsunoda, T.; Otsuka, J.; Yamamija, Y.; Itô, S. Chem. Lett. 1994, 539.
13. 3P was added (entry 3, 4). The above solutions (2 equiv) were added to 4 vials containing PmcAlaOBn (1 equiv) and BocGly-ol (2 equiv).
14. Degerbeck, F.; Fransson, B.; Grehn, L.; Ragnarsson, U. J. Chem. Soc. Perkin Trans. 1 1992, 245.
15. Fujii, N.; Otaka, A.; Sugiyama, N.; Hatano, H.; Yajima, H.; Chem. Pharm. Bull. 1987, 35, 3880.