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Volumn 44, Issue 9, 2003, Pages 1741-1745

Towards peptide versions of Cram's host-guest chemistry: The synthesis of Cα,α-disubstituted glycines with binaphthol-based crowned side-chains

Author keywords

Binaphthol; C , disubstituted glycines; Crown ethers; Modified amino acids

Indexed keywords

2,2' BIS(5 TOSYLOXY 3 OXA 1 PENTYLOXY) 1,1' BINAPHTHYL; ALCOHOL DERIVATIVE; ALKYLATING AGENT; ALPHA HYDROXYMETHYLSERINE; AMINO ACID DERIVATIVE; BIPHENYL DERIVATIVE; GLYCINE DERIVATIVE; METHYLDOPA; PEPTIDE; SERINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0037463499     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)00127-8     Document Type: Article
Times cited : (17)

References (51)
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    • Aic: 2-aminoindan-2-carboxylic acid.
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    • 2). (RS)-7: +220 (c 0.2; MeOH). (RR)-9: -7 (c 0.1; MeOH). (RS)-9: +567 (c 0.1; MeOH).
    • 2). (RS)-7: +220 (c 0.2; MeOH). (RR)-9: -7 (c 0.1; MeOH). (RS)-9: +567 (c 0.1; MeOH).
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    • Chromatographic separation of the diastereoisomers (RR)-9 and (RS)-9 by preparative TLC was realized only on small scale. HPLC might be necessary when the synthesis is scaled-up
    • Chromatographic separation of the diastereoisomers (RR)-9 and (RS)-9 by preparative TLC was realized only on small scale. HPLC might be necessary when the synthesis is scaled-up.
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    • 2c
    • 2c.
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    • For review articles on fluorescent sensors and artificial molecular machines, mentioning the use of binaphthyl crown-ethers, see: (a) de Silva, A. P.; Gunaratne, H. Q. N.; Gunnlaugsson, T.; Huxley, A. J. M.; McCoy, C. P.; Rademacher, J. T.; Rice, T. E. Chem. Rev. 1997, 97, 1515-1566; (b) Balzani, V.; Credi, A.; Raymo, F. M.; Stoddart, J. F. Angew. Chem., Int. Ed. 2000, 39, 3348-3391.
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    • For review articles on fluorescent sensors and artificial molecular machines, mentioning the use of binaphthyl crown-ethers, see: (a) de Silva, A. P.; Gunaratne, H. Q. N.; Gunnlaugsson, T.; Huxley, A. J. M.; McCoy, C. P.; Rademacher, J. T.; Rice, T. E. Chem. Rev. 1997, 97, 1515-1566; (b) Balzani, V.; Credi, A.; Raymo, F. M.; Stoddart, J. F. Angew. Chem., Int. Ed. 2000, 39, 3348-3391.
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