Hydrogen Bromide → 2,3,6-Tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetylhexopyranosyl)hexopyranosyl bromide

HRID 260867Notes

Reaction equation

HRID 260867 reaction equation
[CH3:1][C:2]([O:4][CH2:5][C@H:6]1[O:11][C@H:10](OC(C)=O)[C@H:9]([O:16][C:17]([CH3:19])=[O:18])[C@@H:8]([O:20][C:21]([CH3:23])=[O:22])[C@@H:7]1[O:24][C@@H:25]1[O:30][C@H:29]([CH2:31][O:32][C:33]([CH3:35])=[O:34])[C@@H:28]([O:36][C:37]([CH3:39])=[O:38])[C@H:27]([O:40][C:41]([CH3:43])=[O:42])[C@H:26]1[O:44][C:45]([CH3:47])=[O:46])=[O:3].[BrH:48]>C(O)(=O)C>[CH3:35][C:33]([O:32][CH2:31][C@H:29]1[O:30][C@@H:25]([O:24][C@H:7]2[C@H:8]([O:20][C:21]([CH3:23])=[O:22])[C@@H:9]([O:16][C:17]([CH3:19])=[O:18])[C@@H:10]([Br:48])[O:11][C@@H:6]2[CH2:5][O:4][C:2]([CH3:1])=[O:3])[C@H:26]([O:44][C:45]([CH3:47])=[O:46])[C@@H:27]([O:40][C:41]([CH3:43])=[O:42])[C@@H:28]1[O:36][C:37]([CH3:39])=[O:38])=[O:34]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 111065Octaacetyl-alpha-cellobiose

Product 1

HCID 110397762,3,6-Tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetylhexopyranosyl)hexopyranosyl bromide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

α-D-Cellobiosyl bromide heptaacetate was prepared form α-D-cellobiose octaacetate and hydrogen bromide in glacial acetic acid using a modified procedure of Freudenberg and Nagari1.

Sources & evidence

ORD record
ord-3c14f41e774b40db91f808a3b361d1fd
Source dataset
uspto-grants-1996_06
Patent number
US05530107

Reaction notes

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