W0 2011/000721 A1 I||||||||||||||||||||||||||||||||||||||||||||||||||||||||| - Questel

13 C-NMR (100 MHz, D2 O) δ (ppm): 177.4, 177.2, 174.1 , 174.0, 173.8, 173.7
(COOCH 3 , COOCH 2 , CONH); 98.6 (C1 M ); 73.8 (C1 D ); 73.5 (C4 M ); 7 1.0, 70.5
(C2 D , C 2M, C3 M ); 66.9 (C7); 66.8 (C5 M ); 65.9 (OCH 2 a, OCH 2 b); 64.8
(OCH 2 CH 2 N 3 ); 6 1.0 (C6 M ); 52.6 (CH 3 O); 49.4 (CH 2 N 3 ); 46.6, 46.4 (Cquat a",
b"); 39.4 (C8); 39.0 (C4 D , C5 D ); 30.1 (CH 2 CONH); 29.3 (CH 2 COO); 27.0, 26.7
(C6 D , C 3 D ), 16.9 (CH 3 a', b').
MS (ESI) for [Ci 05 Hi 6I N 7 O 62 ]: [M+2Na] ++ calculated = 1279.7, experimental =
1279.2.
MS (MALDI, matrix DHB) [M+Na] + calculated =2536.4, experimental = 2537.2.
EXAMPLE 3
Synthesis of third generation bis(methoxyol)propanoic (bis-MPA) based
dendrimer bearing α( 1,2) α( 1,6)pseudomannotriose 15
To a solution of the third generation bis(methoxyol)propanoic (bis-MPA) based
dendrimer 14 (7.6 mg, 0.001 153 mmol, 1 eq) in 100 μL of dry DMA under
nitrogen atmosphere, HATU (28.1 mg, 0.074 mmol, 64 eq) and DIPEA (26 μL,
0.148 mmol, 128 eq) were added. After 15 minutes a solution of 10 (35.7 mg,
0.06 mmol, 52 eq) in dry DMA (230 μL) was added. The reaction was stirred at
1