CASE STUDY OF 2,3,4-tri-O-benzoyl-beta-L-lyxopyranoside

1. 1
H NMR CASE STUDY ON
2, 3, 4-tri-O-benzoyl-beta-L-
lyxopyranoside

2. O
O
O
O
O
O
O
O
CH3

3. O
O
O
O
O
O
O
O
CH3
1
3
5
6
4
2a
H
H
2b
9
7
8
7
9
9
7
8
7
9
9
7
8
7
9

4. δ 3.29 (3H, s) 3.80-4.07 (2H, 3.88 (dd, J = 13.3, 10.3 Hz), 4.00 (dd, J =
13.3, 2.6 Hz))

5. 4.41 (1H, d, J = 2.7 Hz) 4.65 (1H, dd, J = 10.2, 3.5 Hz) 4.92 (1H, td, J = 10.2, 2.6 Hz)

6. 5.16 (1H, dd, J = 3.5, 2.7 Hz)
• In the NMR spectrum of 2,3,4-tri-O-benzoyl L-
lyxopyranoside, the sharp peak at δ 3.53
represents OCH3
• Decoupling of protons at δ 5.75 causes the
multiplet at δ 5.45 to collapse to four peaks and
the double t at δ 5 to form sharp singlet peak
• Similarly, decoupling of protons at δ 5.45 causes
the multiplet at δ 5.75 to collapse to doublets and
the pair of doublets at δ 4.45 and δ 3.77 to two
doublets

7. 7.95-8.13 (6H, 8.02 (dddd, J = 8.5,
1.9, 1.5, 0.4 Hz), 8.02 (dddd, J = 8.5,
1.9, 1.5, 0.4 Hz), 8.06 (dddd, J = 8.5,
1.9, 1.5, 0.4 Hz))
7.38-7.53 (6H, 7.46 (dddd, J = 8.5,
7.5, 1.3, 0.4 Hz), 7.46 (dddd, J = 8.5,
7.5, 1.3, 0.4 Hz), 7.46 (dddd, J = 8.5,
7.5, 1.3, 0.4 Hz))
7.54-7.66 (3H, 7.60 (tt, J = 7.5,
1.5 Hz), 7.60 (tt, J = 7.5, 1.5
Hz), 7.60 (tt, J = 7.5, 1.5 Hz))

8. THANK
YOU