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. 2014 Jun 10;10:1325–1332. doi: 10.3762/bjoc.10.134

Table 3.

Scope for synthesis of 3-tosylamino-2,3-dideoxyneoglycoconjugates.

graphic file with name Beilstein_J_Org_Chem-10-1325-i013.jpg

Entry 2 3 4 Yield (%)a

Ab Bc

1 2a 3a graphic file with name Beilstein_J_Org_Chem-10-1325-i014.jpg 97 98
4a
2 2b 3a graphic file with name Beilstein_J_Org_Chem-10-1325-i015.jpg 89 93
4b
3 2c 3a graphic file with name Beilstein_J_Org_Chem-10-1325-i016.jpg 74 81
4c
4 2d 3a graphic file with name Beilstein_J_Org_Chem-10-1325-i017.jpg 71 78
4d
5 2a graphic file with name Beilstein_J_Org_Chem-10-1325-i018.jpg graphic file with name Beilstein_J_Org_Chem-10-1325-i019.jpg 82 85
3b 4e
6 2a graphic file with name Beilstein_J_Org_Chem-10-1325-i020.jpg graphic file with name Beilstein_J_Org_Chem-10-1325-i021.jpg 91 92
3c 4f
7 2a graphic file with name Beilstein_J_Org_Chem-10-1325-i022.jpg graphic file with name Beilstein_J_Org_Chem-10-1325-i023.jpg 86 89
3d 4g
8 2a graphic file with name Beilstein_J_Org_Chem-10-1325-i024.jpg graphic file with name Beilstein_J_Org_Chem-10-1325-i025.jpg 87 92
3e 4h
9 2a graphic file with name Beilstein_J_Org_Chem-10-1325-i026.jpg graphic file with name Beilstein_J_Org_Chem-10-1325-i027.jpg 76 80
3f 4i
10 2a graphic file with name Beilstein_J_Org_Chem-10-1325-i028.jpg graphic file with name Beilstein_J_Org_Chem-10-1325-i029.jpg 93 95
3g 4j
11 2d 3g graphic file with name Beilstein_J_Org_Chem-10-1325-i030.jpg 80 82
4k
12 2a graphic file with name Beilstein_J_Org_Chem-10-1325-i031.jpg graphic file with name Beilstein_J_Org_Chem-10-1325-i032.jpg 72 78
3h 4l

aIsolated yields after purification. b70 °C under conventional heating, 12 hours. c70 °C under microwave irradiation, 200 W, 15 minutes.