-
1
-
-
1942439951
-
-
a) Schmidt, E. W.; Nelson, J. T.; Fillmore, J. P. Tetrahedron Lett., 2004, 45, 3921.
-
(2004)
Tetrahedron Lett
, vol.45
, pp. 3921
-
-
Schmidt, E.W.1
Nelson, J.T.2
Fillmore, J.P.3
-
2
-
-
0034697255
-
-
b) Chen, C.; Zhu, Y. F.; Wilcoxen, K. J. J. Org. Chem., 2000, 65, 2574.
-
(2000)
J. Org. Chem
, vol.65
, pp. 2574
-
-
Chen, C.1
Zhu, Y.F.2
Wilcoxen, K.J.3
-
3
-
-
0034600328
-
-
c) Koeller, K. M.; Smith, M. E. B.; Huang, R. F.; Wong, C. H. J. Am. Chem. Soc., 2000, 122, 4241.
-
(2000)
J. Am. Chem. Soc
, vol.122
, pp. 4241
-
-
Koeller, K.M.1
Smith, M.E.B.2
Huang, R.F.3
Wong, C.H.4
-
4
-
-
33751391068
-
-
Nowick, J. S.; Powell, N. A.; Nguyen, T. M.; Noronha, G. J. Org. Chem., 1992, 57, 7364.
-
(1992)
J. Org. Chem
, vol.57
, pp. 7364
-
-
Nowick, J.S.1
Powell, N.A.2
Nguyen, T.M.3
Noronha, G.4
-
5
-
-
0033523639
-
-
Vertseegen, R. M.; Sijibesma, R. P.; Meijer, E. W. Angew. Chem. Int. Ed., 1999, 38, 2917.
-
(1999)
Angew. Chem. Int. Ed
, vol.38
, pp. 2917
-
-
Vertseegen, R.M.1
Sijibesma, R.P.2
Meijer, E.W.3
-
6
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-
0035979528
-
-
b) Kudo, H.; Nagai, A.; Ishikawa, J.; Endo, T. Macromolecules, 2001, 34, 5355.
-
(2001)
Macromolecules
, vol.34
, pp. 5355
-
-
Kudo, H.1
Nagai, A.2
Ishikawa, J.3
Endo, T.4
-
7
-
-
1542364250
-
-
c) Nagai, A.; Ishikawa, J.; Kudo, H.; Endo, T. J. Polym. Sci., Part A: Polym. Chem., 2004, 42, 1143.
-
(2004)
J. Polym. Sci., Part A: Polym. Chem
, vol.42
, pp. 1143
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-
Nagai, A.1
Ishikawa, J.2
Kudo, H.3
Endo, T.4
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8
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46149109196
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Procedure for synthesis of isocyante phenols: L-Tyrosine methyl ester (0.98 g, 5.5 mmol) was added to a solution of DBTC (1.44 g, 5.5 mmol) in dry CH2Cl2 (10 mL) at room temperature under argon atmosphere. After the mixture was stirred for 60 min, the solution was poured into dry n-hexane (1.0 L) to precipiate the title compound. Recrystallization from dry CH2Cl2/ n-hexane (2/1, v/v) gave I-Tyr-OMe as colorless soild. Yield, 1.08 g (98 , Mp, 57-58 °C, α]D25, 43.0° (c, 0.1 g/dL, in CHCl3, 1H NMR (270 MHz, CDCl3, δ, 2.96 (dd, J, 7.02, 13.91 Hz, 1H, CH2, 3.06 (dd, J, 4.59, 13.77 Hz, 1H, CH2, 3.79 (s, 3H, COOCH3, 4.21 (dd, J, 4.59, 7.29 Hz, 1H, >CH, 5.28-5.47 (br, 1H, OH, 6.76 (d, J, 8.64 Hz, 2H, C6H4, 7.03 d, J, 7.8
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4: C, 59.73; H, 5.01; N, 6.33. Found: C, 59.72; H,4.98; N, 6.35.
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10
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46149124942
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L-DOPA isocyanate: Yield, 1.02 g (86 , Mp, 87-88 °C, α]D25, 78.8 °(c, 0.1 g/dL, in CHCl3, 1H NMR (270 MHz, CDCl3, δ, 3.08 (dd, J, 7.29, 13.91 Hz, 1H, CH2, 3.19 (dd, J, 4.59, 13.64 Hz, 1H, CH2, 3.84 (s, 3H, COOCH3, 4.30 (dd, J, 4.59, 7.56 Hz, 1H, >CH, 7.01-7.36 (m, 3H, C6 H3, ppm. 13C NMR (67.5 MHz, CDCl3, δ, 39.15, CH2, 53.26, COOCH3, 58.19 (>CH, 110.38, 111.25, C6H3, 119.38, N=C=O, 125.89, 133.01, 138.66, 142.53, C6H3, 170:70, COOCH3) ppm. IR KBr, v, 3480, OH, 2252, N-C-O, 1735, COOCH3, 1496, 1442, 1242 cm-1. Anal. calcd for CHH11 NO5: C, 55.70; H, 4.67; N, 5.9
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5: C, 55.70; H, 4.67; N, 5.90. Found: C, 55.72; H, 4.66; N, 5.92.
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11
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0034936580
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Jordan, A. M.; Khan, T. H.; Malkin, H.; Osbom, H. M. I.; Photiou, A.; Riley, P. A. Bioorgan. Med. Chem., 2001, 9, 1549.
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(2001)
Bioorgan. Med. Chem
, vol.9
, pp. 1549
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Jordan, A.M.1
Khan, T.H.2
Malkin, H.3
Osbom, H.M.I.4
Photiou, A.5
Riley, P.A.6
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12
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0035819586
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Boojamra, C. G.; Lemoine, R. C.; Lee, J. C.; Leger, R.; Stein, K. A.; Vernier, N. G.; Magon, A.; Lomovskaya, O.; Martin, P. K.; Chamberland, S.; Lee, M. D.; Hecker, S. J.; Lee, V. J. J. Am. Chem. Soc., 2001, 123, 870.
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(2001)
J. Am. Chem. Soc
, vol.123
, pp. 870
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Boojamra, C.G.1
Lemoine, R.C.2
Lee, J.C.3
Leger, R.4
Stein, K.A.5
Vernier, N.G.6
Magon, A.7
Lomovskaya, O.8
Martin, P.K.9
Chamberland, S.10
Lee, M.D.11
Hecker, S.J.12
Lee, V.J.13
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46149125856
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Synthesis of asymmetric urea: n-Butylamine (99 uL, 1.0 mmol) was added to a solution of I-Tyr-OMe (0.24 g, 1.0 mmol) in dry CH2Cl2 (1.0 mL) at room temperature under nitrogen atmosphere. After the mixture was stirred for 20 min, the solution was concentrated by a rotary evaporator, After that, the residue was purified by silica gel column chromatography eluted with ethyl acetate/ n-hexane (2/1 =v/v) to obtain colorless oil. Yield, 0.27 g (92 , ∐D25, 178.2 °(c, 0.1 g/dL, in CHCl3, 1H NMR (270 MHz, CDCl3, δ, 0.84 (t, J, 7.29 Hz, 3H, CH2CH2 CH2CH3, 1.19-1.44 (4H, CH2H2]CH2CH3, 2.84-3.09 (4H, CH2- and -CH2 C H2 C H2 C H3, 3.66 (s, 3H, COOCH3, 4.68 dd, J, 5.94, 14.04 Hz, 1H, >C
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