π-allyloxymethyl protection of histidine

Journal of Peptide Science

Volumn 5, Issue 9, 1999, Pages 399-402

  Harding, S J ^a   Jones, J H ^a,b  

^a UNIVERSITY OF OXFORD   (United Kingdom)

^b BALLIOL COLLEGE   (United Kingdom)

Author keywords

Allyl based protection; Allyloxymethyl protection; Histidine; Im protection

Indexed keywords

ALLYL COMPOUND; HISTIDINE; METHYL GROUP; OXYGEN DERIVATIVE; PEPTIDE;

ARTICLE; PEPTIDE SYNTHESIS; PRIORITY JOURNAL;

BIS(CHLOROMETHYL) ETHER; HISTIDINE; METHANE;

EID: 0032874607     PISSN: 10752617     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1099-1387(199909)5:9<399::AID-PSC212>3.0.CO;2-7     Document Type: Article

References (9)

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3. Robertson N, Jiang L, Ramage R. Racemisation studies of a novel coupling reagent for solid phase peptide synthesis. Tetrahedron 1999; 55: 2713-2720.
4. Colombo R, Colombo F, Jones JH. Acid-labile histidine side-chain protection: the N(π)-t-butoxymethyl group. J. Chem. Soc. Chem. Commun. 1984; 292-293.
5. Harding SJ. Studies in peptide synthesis. DPhil Thesis, Oxford, 1997.
6. Harding SJ, Jones JH. Further studies on histidine π-protection. Poster presented at the 25th European Peptide Symposium, Abstract P073, 1998.
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8. Malanda Kimbonguila A, Boucida S, Guibé F, Loffet A. On the allyl protection of the imidazole ring of histidine. Tetrahedron 1997; 53: 12525-12538.
9. du Preez HE, Garbers CF, Steenkamp JA. Terpenoid synthesis. Part VII. Electrophilic addition reactions of chloromethyl ethers in the hydroxymethylation of olefins and the synthesis of sirenin. S. African J. Chem. 1980; 33: 21-26.