Erythritol → Sucrose

HRID 1849947Notes

Reaction equation

HRID 1849947 reaction equation
S(O)(O)(=O)=O.OC1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1N.[CH3:18][C@:19]12[C@@H:28]3[CH2:29][CH2:30][C@@:31]4([O:36][C@@H:37]5[O:42][C@H:41]([CH2:43][OH:44])[C@@H:40]([OH:45])[C@H:39]([OH:46])[C@H:38]5[O:47][C@@H:48]5[O:53][C@H:52]([CH2:54][OH:55])[C@@H:51]([OH:56])[C@H:50]([O:57][C@@H:58]6[O:63][C@H:62]([CH2:64][OH:65])[C@@H:61]([OH:66])[C@H:60]([OH:67])[C@H:59]6[OH:68])[C@H:49]5[OH:69])[C:33]([CH2:35][C@@:27]3([CH2:32]4)[CH2:26][CH2:25][C@@H:24]1[C@@:23]([C:71]([O:73][C@@H:74]1[O:79][C@H:78]([CH2:80][OH:81])[C@@H:77]([OH:82])[C@H:76]([OH:83])[C@H:75]1[OH:84])=[O:72])([CH3:70])[CH2:22][CH2:21][CH2:20]2)=[CH2:34].C(O)[C@@H]([C@@H](CO)O)O>>[CH3:18][C@:19]12[C@@H:28]3[CH2:29][CH2:30][C@@:31]4([O:36][C@@H:37]5[O:42][C@H:41]([CH2:43][OH:44])[C@@H:40]([OH:45])[C@H:39]([OH:46])[C@H:38]5[O:47][C@@H:48]5[O:53][C@H:52]([CH2:54][OH:55])[C@@H:51]([OH:56])[C@H:50]([O:57][C@@H:58]6[O:63][C@H:62]([CH2:64][OH:65])[C@@H:61]([OH:66])[C@H:60]([OH:67])[C@H:59]6[OH:68])[C@H:49]5[OH:69])[C:33]([CH2:35][C@@:27]3([CH2:32]4)[CH2:26][CH2:25][C@@H:24]1[C@@:23]([C:71]([O:73][C@@H:74]1[O:79][C@H:78]([CH2:80][OH:81])[C@@H:77]([OH:82])[C@H:76]([OH:83])[C@H:75]1[OH:84])=[O:72])([CH3:70])[CH2:22][CH2:21][CH2:20]2)=[CH2:34].[CH2:54]([OH:55])[C@H:52]1[O:53][C@H:48]([O:47][C@:38]2([CH2:37][OH:36])[O:42][C@H:41]([CH2:43][OH:44])[C@@H:40]([OH:45])[C@@H:39]2[OH:46])[C@H:49]([OH:69])[C@@H:50]([OH:57])[C@@H:51]1[OH:56]

Participants

5

Reactant 3

HCID 222285ErythritolHCID 9903722HCID 9903722, compoundHCID 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

Procedure

An rebaudioside A diet lemon-lime beverage (sweetness level 10% sucrose equivalent) is prepared with 650 mg of glucosamine sulfate per serving (˜240 mL), 400 ppm of rebaudioside A, and 3.5% erythritol.

Sources & evidence

ORD record
ord-053519d3d4d94e23ac6d2880cef2d4d4
Source dataset
uspto-grants-2015_02
Patent number
US08956677B2

Reaction notes

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