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RSC Advances
Page 12 of 13
DOI: 10.1039/C6RA23198E
ARTICLE
Journal Name
6
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Dalpozzo, A. D. Nino, L. Maiuolo, M. Nardi, A. Procopio and
MHz, CDCl3); δ 2.01 (s, 3H, COCH3), 2.02 (s, 3H, COCH3), 2.04 (s,
3H, COCH3), 2.05 (s, 3H, COCH3), 2.11 (s, 3H, COCH3), 3.26 (m,
1H, NCH), 3.47 (m, 1H, NCH), 3.60-3.76 (m, 4H), 3.83-3.89 (m,
1H), 3.97-4.05 (m, 2H), 4.22-4.27 (m, 2H, H6), 4.57-4.61 (m, 2H,
H6, H3’), 4.82-4.89 (m, 2H, H1, H2’), 5.26 (apparent t, J = 8.8,
9.2 Hz, 1H, H2), 5.36 (d, J = 4.0 Hz, 1H, H1’), 5.44 (d, J = 9.6 Hz,
1H, H3), 5.48 (s, 1H, PhCH), 7.33-7.42 (m, 5H, ArH).
Methyl 2,3-di-O-acetyl-4,6-O-benzylidene-β-D-glucopyranoside
(41)47
A. Tagarelli, Green Chem., 2004, 6, 191.; (h) S. San, N. Ding,
W. Zhang, P. Wang, Y. Li and M. Li, J. Carbohydr. Chem.,
2012, 31, 571.; (i) K.-C. Lu, S.-Y. Hsieh, L. N. Patkar, C.-T. Chen
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The crude product was crystallized from EA and PE to isolate
pure product as white solid.; Yield 145 mg, 77% (starting from
40, 100 mg, 0.52 mmol).; mp 106-108 ˚C, [α]28D -100.6 (c 2.10,
CHCl3), lit47 mp 110-112 ˚C and [α]24 -95.2 (c 5.24, CHCl3).; 1H-
D
NMR (300 MHz, CDCl3); δ 2.05 (s, 3H, COCH3), 2.07 (s, 3H,
COCH3), 3.52 (s, 3H, OCH3), 3.56 (m, 1H, H5), 3.70 (t, J = 9.5 Hz,
1H, H4), 3.80 (t, J = 10.2 Hz, 1H, H6), 3.83 (dd, J = 4.9, 10.5 Hz,
1H, H6), 4.51 (d, J = 7.8 Hz, 1H, H1), 4.99 (apparent t, J = 8.0, 9.0
Hz, 1H, H2), 5.32 (apparent t, J = 9.4, 11.5 Hz, 1H, H3), 5.51 (s,
1H, CHPh), 7.35-7.44 (m, 5H, ArH).
7
8
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Acknowledgements
Financial support from DST-SERB (Scheme No. SR/S1/OC-
61/2012), New Delhi, India to RG, from CAS-UGC and FIST-DST,
India, to the Department of Chemistry, Jadavpur University are
acknowledged. MMM (SRF) is grateful to UGC, India for
fellowship.
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