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9
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0037099395
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Rostovstsev V., Green L.G., Fokin V.V., and Sharpless K.B. Angew. Chem., Int. Ed. 41 (2002) 2596-2599
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Rostovstsev, V.1
Green, L.G.2
Fokin, V.V.3
Sharpless, K.B.4
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11
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3242672218
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Bryan M.C., Fazio F., Lee H.K., Huang C.-Y., Chang A., Best M.D., Calarese D.A., Blixt O., Paulson J.C., Burton D., Wilson I.A., and Wong C.-H. J. Am. Chem. Soc. 126 (2004) 8640-8641
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Bryan, M.C.1
Fazio, F.2
Lee, H.K.3
Huang, C.-Y.4
Chang, A.5
Best, M.D.6
Calarese, D.A.7
Blixt, O.8
Paulson, J.C.9
Burton, D.10
Wilson, I.A.11
Wong, C.-H.12
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12
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-
25144512351
-
-
Gupta S.S., Raja K.S., Kaltgrad E., Strable E., and Finn M.G. Chem. Commun. (2005) 4315-4317
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(2005)
Chem. Commun.
, pp. 4315-4317
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-
Gupta, S.S.1
Raja, K.S.2
Kaltgrad, E.3
Strable, E.4
Finn, M.G.5
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13
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-
40949126564
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Bruckman M.A., Kaur G., Lee L.A., Xie F., Sepulveda J., Breitenkamp R., Zhang X., Joralemon M., Russel T.P., Emrick T., and Wang Q. ChemBioChem 9 (2008) 519-523
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Bruckman, M.A.1
Kaur, G.2
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Xie, F.4
Sepulveda, J.5
Breitenkamp, R.6
Zhang, X.7
Joralemon, M.8
Russel, T.P.9
Emrick, T.10
Wang, Q.11
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19
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51749109184
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2 (20 mol %, 1 M solution) and sodium ascorbate (40 mol %, 1 M solution) were added with stirring at room temperature. TLC analysis of the reaction mixture showed complete disappearance of the azide after 0.5-2 h. Following removal of the solvent using a rotoevaporator, the residue was extracted with ethyl acetate (3 × 20 mL). The ethyl acetate solution was dried over anhydrous sodium sulfate and concentrated to dryness. The resulting syrupy product obtained was purified by flash column chromatography (10-50% ethyl acetate in hexane) over silica gel to furnish the title compounds.
-
2 (20 mol %, 1 M solution) and sodium ascorbate (40 mol %, 1 M solution) were added with stirring at room temperature. TLC analysis of the reaction mixture showed complete disappearance of the azide after 0.5-2 h. Following removal of the solvent using a rotoevaporator, the residue was extracted with ethyl acetate (3 × 20 mL). The ethyl acetate solution was dried over anhydrous sodium sulfate and concentrated to dryness. The resulting syrupy product obtained was purified by flash column chromatography (10-50% ethyl acetate in hexane) over silica gel to furnish the title compounds.
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-
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20
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41849103106
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Marra A., Vecchi A., Chiappe C., Melai B., and Dondoni A. J. Org. Chem. 73 (2008) 2458-2461
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(2008)
J. Org. Chem.
, vol.73
, pp. 2458-2461
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-
Marra, A.1
Vecchi, A.2
Chiappe, C.3
Melai, B.4
Dondoni, A.5
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21
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0031191278
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Dupuy C., Auvray X., Petipas C., Rico-Lattes I., and Lattes A. Langmuir 13 (1997) 3965-3967
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(1997)
Langmuir
, vol.13
, pp. 3965-3967
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-
Dupuy, C.1
Auvray, X.2
Petipas, C.3
Rico-Lattes, I.4
Lattes, A.5
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22
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-
51749102255
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-
3, 400 MHz): δ
-
3, 400 MHz): δ
-
-
-
-
23
-
-
51749121081
-
-
+. Found 396.2111.
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+. Found 396.2111.
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-
-
-
26
-
-
51749102256
-
-
3, 400 MHz): δ 7.70 (s, 1H), 7.50 (s, 1H), 5.84 (d, 1H, J = 9.1 Hz, H-1), 5.48 (m, 1H, H-2), 5.42 (m, 1H, H-3), 5.06 (t, 1H, J = 9.6 Hz, H-4), 4.66 (dd, 1H, J = 2.4, 14.8 Hz, H-6b), 4.62 (s, 2H), 4.58 (s, 2H), 4.46 (dd, 1H, J = 7.6, 14.8 Hz
-
3, 400 MHz): δ 7.70 (s, 1H), 7.50 (s, 1H), 5.84 (d, 1H, J = 9.1 Hz, H-1), 5.48 (m, 1H, H-2), 5.42 (m, 1H, H-3), 5.06 (t, 1H, J = 9.6 Hz, H-4), 4.66 (dd, 1H, J = 2.4, 14.8 Hz, H-6b), 4.62 (s, 2H), 4.58 (s, 2H), 4.46 (dd, 1H, J = 7.6, 14.8 Hz
-
-
-
-
27
-
-
51749121080
-
-
2-), 1.59 (m, 4H), 1.40-1.20 (m, 20H), 0.90 (m, 6H, 2 ×
-
2-), 1.59 (m, 4H), 1.40-1.20 (m, 20H), 0.90 (m, 6H, 2 ×
-
-
-
-
29
-
-
51749109183
-
-
1H NMR
-
1H NMR
-
-
-
-
30
-
-
51749102257
-
-
+. Found 487.3132.
-
+. Found 487.3132.
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-
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