Iodoethane → HCID 67930823, compound

HRID 728219Notes

Reaction equation

HRID 728219 reaction equation
[CH2:1]([O:8][C@@H:9]1[C@H:14]2[CH2:15][O:16][C@H:12]([O:13]2)[C@H:11]([O:17][CH3:18])[C@@H:10]1[OH:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:20](I)[CH3:21]>>[CH2:1]([O:8][C@@H:9]1[C@H:14]2[CH2:15][O:16][C@H:12]([O:13]2)[C@H:11]([O:17][CH3:18])[C@@H:10]1[O:19][CH2:20][CH3:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 6340IodoethaneHCID 67930814HCID 67930814, compound

Product 1

HCID 67930823HCID 67930823, compound

Procedure

The title compound was prepared from 1,6-anhydro-4-O-benzyl-2-O-methyl-β-D-allopyranose (0.135 g) (see Example 29) in the same way as described for the 3-O-methyl analogue (see Example 30) but employing ethyl iodide (0.624 g) instead of methyl iodide. It was obtained as a colourless oil (0.089 g); 1H-nmr data: 7.2-7.5 (m, Ph), 5.6 (d, H-1), 4.8 (m, PhCH2O), 4.55 (m, H-5), 1.25 (t, CH2CH3), and 3.4-3.7 (m, remaining protons).

Sources & evidence

ORD record
ord-7255e79a073a4c5cadcd58e3c9a53ec4
Source dataset
uspto-grants-1991_09
Patent number
US05047518

Reaction notes

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