. Author manuscript; available in PMC: 2007 Nov 9.

Published in final edited form as: Carbohydr Res. 2007 May 18;342(14):2014–2030. doi: 10.1016/j.carres.2007.05.009

Table 3.

J_HH coupling constants (in Hz) of α,α-trehalose (1) and deoxytrehalose analogs 3-10

Compound	¹H Coupling Constants, J (Hz)
α,α-trehalose (1)	3.8 (J_1,2), 9.8 (J_2,3), 9.8 (J_3,4), 9.8 (J_4,5), 2.0 (J_5,6a), 5.1 (J_5,6b), 11.9 (J_6a,6b)
6,6′-dideoxy (3)	3.8 (J_1′,2′), 9.6 (J_2′,3′), 9.6 (J_3′,4′), 9.6 (J_4′,5′), 6.2 (J_5′,6′)
4,4′-dideoxy (4)	3.8 (J_1′,2′), 9.8 (J_2′,3′), 12.7 (J_3′,4ax’), 12.7 (J_{4eq’,4ax’}), 12.7 (J_4ax’,5′), 2.1^a (J_3′,4eq’) or (J_4eq’,5′), 5.2^a (J_3′,4eq’) or (J_4eq’,5′)
3,3′-dideoxy (5)	3.4 (J_1′,2′), 12.0 (J_6a’,6b’)^b
2,2′-dideoxy (6)	3.7 (J_1′,2ax’), 1.0 (J_1′,2eq’), 11.8 (J_2ax’,3′), 5.1 (J_2eq’,3′), 13.4 (J_{2ax’,2eq’}), 9.6 (J_3′,4′), 9.6 (J_4′,5′), 2.3 (J_5′,6a’), 5.5 (J_5′,6b’), 12.2 (J_6a’,6b’)
6′-monodeoxy (7)	3.8 (J_1,2), 9.8 (J_2,3), 9.8 (J_3,4), 9.8 (J_4,5), 3.8 (J_1′,2′), 9.8 (J_2′,3′), 9.8 (J_3′,4′), 9.8 (J_4′,5′), 6.2 (J_5′,6′)
4′-monodeoxy (8)	3.7 (J_1,2), 9.6 (J_2,3), 9.6 (J_3,4), 9.6 (J_4,5), 5.3 (J_5,6b), 12.1 (J_6a,6b), 3.8 (J_1′,2′), 9.8 (J_2′,3′), 12.7 (J_3′,4ax’), 12.7 (J_{4ax’,4eq’}), 12.7 (J_4ax’,5′), 2.0^c (J_3′,4eq’) or (J_4eq’,5′), 5.5^c (J_3′,4eq’) or (J_4eq’,5′), 3.1 (J_5′,6a’), 6.4 (J_5′,6b’), 12.1 (J_6a’,6b’)
3′-monodeoxy (9)	3.8 (J_1,2), 9.7 (J_2,3), 9.7 (J_3,4), 3.6 (J_1′,2′), 4.5 (J_2′,3eq’), 11.2 (J_2′,3ax’), 11.2 (J_{3eq’,3ax’}), 4.5 (J_3eq’,4′), 11.2 (J_3ax’,4′)
2-monodeoxy (10)	3.8 (J_1,2), 9.7 (J_2,3), 9.7 (J_3,4), 9.7 (J_4,5), 2.2 (J_5,6a), 5.5 (J_5,6b), 3.8 (J_1′,2ax’), 1.0 (J_1′,2eq’), 5.2 (J_2eq’,3′), 11.8 (J_2ax’,3′), 5.1 (J_2eq’,3′), 13.3 (J_{2eq’,2ax’}), 9.6 (J_3′,4′)

Prime denotes deoxygenated glucose ring

Some coupling constants cannot be measured due to overlap of signals in the spectrum.

H-3′ and H-5′ have the same chemical shift values; therefore, the coupling between H-4eq’ and these two protons cannot be distinguished.

Due to spectral overlap and the complex appearance of H-3ax’ and H-3eq’, only two coupling constants can be measured for this compound. This observation is consistent with previously reported spectral data in ref 37.

H-3′ and H-5′ have the same chemical shift values; therefore, the coupling between H-4eq’ and these two protons cannot be distinguished.