D-(+)-Cellobiose (CNP0226604.15) → D-(+)-Cellobiose (CNP0226604.15)

HRID 746251Notes

Reaction equation

HRID 746251 reaction equation
[C@H:1]1([O:12][C@@H:13]([C@@H:18]([C@@H:20]([CH2:22][OH:23])[OH:21])[OH:19])[C@@H](O)C=O)[O:9][C@H:8]([CH2:10][OH:11])[C@@H:6]([OH:7])[C@H:4]([OH:5])[C@@H:2]1[OH:3].[CH2:24]([OH:46])[C@H:25]1[O:30][C@@H:29]([O:31][C@H:32]2[C@H:37]([OH:38])[C@@H:36]([OH:39])[C@H:35]([OH:40])[O:34][C@@H:33]2[CH2:41][OH:42])[C@H:28]([OH:43])[C@@H:27]([OH:44])[C@@H:26]1[OH:45]>>[C@H:1]1([O:12][CH2:13][C@@H:18]([OH:19])[C@@H:20]([OH:21])[C@H:22]([OH:23])[C@@H:28]([OH:43])[CH:29]=[O:30])[O:9][C@H:8]([CH2:10][OH:11])[C@@H:6]([OH:7])[C@H:4]([OH:5])[C@@H:2]1[OH:3].[CH2:24]([OH:46])[C@H:25]1[O:30][C@@H:29]([O:31][C@H:32]2[C@H:37]([OH:38])[C@@H:36]([OH:39])[C@H:35]([OH:40])[O:34][C@@H:33]2[CH2:41][OH:42])[C@H:28]([OH:43])[C@@H:27]([OH:44])[C@@H:26]1[OH:45]

Participants

4

Reactant 2

HCID 10712D-(+)-Cellobiose (CNP0226604.15)HCID 86740930HCID 86740930, compound

Product 2

HCID 10712D-(+)-Cellobiose (CNP0226604.15)HCID 867409296-O-α-D-Mannopyranosyl-D-glucose

Procedure

In addition to glycerol (2.0 mol) and erythritol (0.14 mol) given in Table 3 above, 2-O-β-D-glucosyl-D-erythritol (0.74 mol) and 2,4-bis-hydroxymethyl-5-O-β-D-glucosyl-1,3-dioxane (0.35 mol) were obtained as the controlled Smith-degradation products of mannoglucan. Furthermore, acetolysis of mannoglucan gave 3-O-α-D-mannosyl-D-glucose and cellobiose, and partial acid hydrolysis of mannoglucan (0.33N sulfuric acid, 100° C., 7 hrs.) yielded 6-O-α-D-mannosyl-D-glucose and cellobiose.

Sources & evidence

ORD record
ord-f2a1a7847df64af18b34fd7e24a9d94f
Source dataset
uspto-grants-1986_07
Patent number
US04603197

Reaction notes

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