Synthesis, Characterization, X-Ray Crystallography, and Antileishmanial Activities of N-Linked and O-Linked Glycopyranosides

Table 2

Coupling conditions and isolated yield for 5a–e and 7a–e.

Entry	Starting material		Reagents/conditions	Product (isolated yield%)	α : β; ratio
1	4a	HA	1.3 eq. EDC, cat. DMAP, r.t., 12 h	72	0 : 1	12.5
2	4b	HA	1.3 eq. EDC, cat. DMAP, r.t., 12 h	69	0 : 1	13.3
3	4c	HA	1.3 eq. EDC, cat. DMAP, r.t., 12 h	65	0 : 1	27.1
4	4d	HA	1.3 eq. EDC, cat. DMAP, r.t., 12 h	67	0 : 1	43.3
5	4e	HA	1.3 eq. EDC, cat. DMAP, r.t., 12 h	68	0 : 1	47.1
6	6a	HA	1.3 eq. EDC, cat. DMAP, r.t., 18 h	72	1 : 3	26.5
7	6b	HA	1.3 eq. EDC, cat. DMAP, r.t., 18 h	74	1 : 3	21.6
8	6c	HA	1.3 eq. EDC, cat. DMAP, r.t., 18 h	70	1 : 1	17.3
9	6d	HA	1.3 eq. EDC, cat. DMAP, r.t., 18 h	67	1 : 3	45.0
10	6e	HA	1.3 eq. EDC, cat. DMAP, r.t., 18 h	63	1 : 3	33.3

= 24 mg/2 mL in dichloromethane.