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Wipf, B.1
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0001037379
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Jayasinghe, L.Y.; Kodituwakku, D.; Smallridge, A.J.; Trewhella, M. A. Bull. Chem. Soc. Jpn., 1994, 67, 2528.
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30744462030
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a) Naoshima, Y.; Nakamura, A.; Nishiyama, T.; Haramaki, T.; Mende, M.; Munakata, Y. Chem. Lett., 1989, 1023;
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b) Naoshima, Y., Nishiyama, T.; Munakata, Y. Chem. Lett., 1989, 1517;
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Naoshima, Y.1
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17
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37049072945
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c) Naoshima, Y.; Maeda, J.; Munakata, T.; Nishiyama, T.; Kamezawa, M.; Tachibana, H. J. Chem. Soc., Chem. Commun., 1990, 964.
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Naoshima, Y.1
Maeda, J.2
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Nishiyama, T.4
Kamezawa, M.5
Tachibana, H.6
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19
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46149096919
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PEGn-2 (OCH2CH2O COCH2COCH3)2 (1, 97% mass recovery; 1H NMR, 400 MHz, CDCl3 (δ, 1.94 (0.3 H, s, CH3 of the enol form, 2.26 (2.7 H, S, CH3, 3.47 (1.8 H, s, CH2, 3.50-3.70 (bs, OCH2 of (PEG)n-2 fragment, 4.29 (2H, t, PEG-OCH2CH2-OCO, 5.02 (0.1 H, s, CH, ESI-MS (Electron Spray Ionisation, mass increments between native and functionalised PEG (1) calculated (84 Th) and measured (84.0-84.1 Th) for the two charge cluster are in complete accordance
-
2-OCO), 5.02 (0.1 H, s, =CH); ESI-MS (Electron Spray Ionisation): mass increments between native and functionalised PEG (1) calculated (84 Th) and measured (84.0-84.1 Th) for the two charge cluster are in complete accordance.
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20
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46149105667
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4. The solution was concentrated to ca. 10 ml. Standard precipitation procedure afforded the polymer (2) (0.95 g, 95% mass recovery).
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4. The solution was concentrated to ca. 10 ml. Standard precipitation procedure afforded the polymer (2) (0.95 g, 95% mass recovery).
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22
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46149114897
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Chiral HRGC analyses were performed on a DMePeBetaCDX (OV 1701) column (0.25 mm x 25 m), 70°C for 10 min, 2°C/min until 150°C, r.t. 18.8 min for the (S)-(+) enantiomer, 19.2 min for the (R)-(-) enantiomer.
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Chiral HRGC analyses were performed on a DMePeBetaCDX (OV 1701) column (0.25 mm x 25 m), 70°C for 10 min, 2°C/min until 150°C, r.t. 18.8 min for the (S)-(+) enantiomer, 19.2 min for the (R)-(-) enantiomer.
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25
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0031735591
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Benaglia, M.; Annunziata, R.; Cinquini, M.; Cozzi, F.; Ressel. S. J. Org. Chem., 1998, 63, 8628.
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(1998)
J. Org. Chem
, vol.63
, pp. 8628
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Benaglia, M.1
Annunziata, R.2
Cinquini, M.3
Cozzi, F.4
Ressel, S.5
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26
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0034670604
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López-Pelegrín, J.A.; Wentworth, Jr., P.; Sieber, F.; Metz, W.A.; Janda, K.D. J. Org. Chem., 2000, 65, 8527.
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(2000)
J. Org. Chem
, vol.65
, pp. 8527
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López-Pelegrín, J.A.1
Wentworth Jr., P.2
Sieber, F.3
Metz, W.A.4
Janda, K.D.5
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27
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46149127108
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PEGn-2(OCH2CH2 OCOCH2CH (OH)CH3)2 (2):1H NMR, 400 MHz, CDCl3 (δ, 1.21 (3H, d, J 6.2, CH3, 2.47, 2.48 (2H, AB part of an ABX system, JAB 16.3, CH2CH(OH, 3.50-3.70 (bs, OCH2 of (PEG)n-2 fragment, 4.19 (1H, m, CHOH, 4.29 (2H, q, J 4.6, PEG-OCH2CH2-OCO, 13C NMR, 400 MHz, CDCl3 (δ, 172.6 (s, COO, 70.6 (t, OCH2 of (PEG)n-2 fragment, 68.9 (t, CH2OCO, 64.2 (d, CHOH, 63.5 (t, PEG-OCH2, 43.2 (t, CH2CH(OH, 22.5 (q, CH3, ESI-MS (Electron Spray Ionisation, mass increments between native and functionalised PEG-3 -hydroxybutanoate (2) calculated (86 Th) and measured (86.5±0.2 Th) for the two charge cluster are in accordance. PEG-acetoacetate (1, 2.7 g, 1.8 meq) was dissolved in 5
-
211= -344 (0.048 M, MeOH) with 85% e.e.
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