Erythritol → Sucrose

HRID 2282946Notes

Reaction equation

HRID 2282946 reaction equation
[Ca].[Mg].[CH3:3][C@:4]12[C@@H:13]3[CH2:14][CH2:15][C@@:16]4([O:21][C@@H:22]5[O:27][C@H:26]([CH2:28][OH:29])[C@@H:25]([OH:30])[C@H:24]([OH:31])[C@H:23]5[O:32][C@@H:33]5[O:38][C@H:37]([CH2:39][OH:40])[C@@H:36]([OH:41])[C@H:35]([O:42][C@@H:43]6[O:48][C@H:47]([CH2:49][OH:50])[C@@H:46]([OH:51])[C@H:45]([OH:52])[C@H:44]6[OH:53])[C@H:34]5[OH:54])[C:18]([CH2:20][C@@:12]3([CH2:17]4)[CH2:11][CH2:10][C@@H:9]1[C@@:8]([C:56]([O:58][C@@H:59]1[O:64][C@H:63]([CH2:65][OH:66])[C@@H:62]([OH:67])[C@H:61]([OH:68])[C@H:60]1[OH:69])=[O:57])([CH3:55])[CH2:7][CH2:6][CH2:5]2)=[CH2:19].C(O)[C@@H]([C@@H](CO)O)O>[Fe]>[CH3:3][C@:4]12[C@@H:13]3[CH2:14][CH2:15][C@@:16]4([O:21][C@@H:22]5[O:27][C@H:26]([CH2:28][OH:29])[C@@H:25]([OH:30])[C@H:24]([OH:31])[C@H:23]5[O:32][C@@H:33]5[O:38][C@H:37]([CH2:39][OH:40])[C@@H:36]([OH:41])[C@H:35]([O:42][C@@H:43]6[O:48][C@H:47]([CH2:49][OH:50])[C@@H:46]([OH:51])[C@H:45]([OH:52])[C@H:44]6[OH:53])[C@H:34]5[OH:54])[C:18]([CH2:20][C@@:12]3([CH2:17]4)[CH2:11][CH2:10][C@@H:9]1[C@@:8]([C:56]([O:58][C@@H:59]1[O:64][C@H:63]([CH2:65][OH:66])[C@@H:62]([OH:67])[C@H:61]([OH:68])[C@H:60]1[OH:69])=[O:57])([CH3:55])[CH2:7][CH2:6][CH2:5]2)=[CH2:19].[CH2:39]([OH:40])[C@H:37]1[O:38][C@H:33]([O:32][C@:23]2([CH2:22][OH:21])[O:27][C@H:26]([CH2:28][OH:29])[C@@H:25]([OH:30])[C@@H:24]2[OH:31])[C@H:34]([OH:54])[C@@H:35]([OH:42])[C@@H:36]1[OH:41]

Participants

7

Reactant 4

HCID 222285ErythritolHCID 5460341CalciumHCID 5462224MagnesiumHCID 44564215[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,4S,5R,9S,10R,13S)-13-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate

Product 2

HCID 5988SucroseYield 10%HCID 44564215[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,4S,5R,9S,10R,13S)-13-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate

Reagents, catalysts & solvents 1

HCID 23925IronCatalyst

Procedure

A rebaudioside A diet lemon-lime beverage (sweetness level 10% sucrose equivalent) is prepared with 100 mg of calcium per serving (˜240 mL), 40 mg of magnesium, 0.8 mg iron, 400 ppm of rebaudioside A, and 3.5% erythritol.

Sources & evidence

ORD record
ord-800c0c60b92040c2ac3750f80d221034
Source dataset
uspto-grants-2015_09
Patent number
US09144251B2

Reaction notes

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