Tromethamine hydrochloride → 1-O-isobutyryl-beta-D-glucose

HRID 849271Notes

Reaction equation

[CH2:1](O)[C:2](N)([CH2:5]O)[CH2:3][OH:4].Cl.[Mg+2].[Cl-].[Cl-].[O:13]=[CH:14][C@@H:15]([C@H:17]([C@@H:19]([C@@H:21]([CH2:23][OH:24])[OH:22])[OH:20])[OH:18])[OH:16].P(OC[C@H]1O[C@@H](N2C=CC(=O)NC2=O)[C@H](O)[C@@H]1O)(OP(O)(O)=O)(=O)O.C([O-])(=O)C(C)C>>[C:3]([O:13][C@@H:14]1[O:22][C@H:21]([CH2:23][OH:24])[C@@H:19]([OH:20])[C@H:17]([OH:18])[C@H:15]1[OH:16])(=[O:4])[CH:2]([CH3:5])[CH3:1]

Participants

Reactant 4

HCID 93573Tromethamine hydrochloride

HCID 165337Isobutyrate

HCID 5360315Magnesium Chloride

HCID 23616595[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphono hydrogen phosphate;(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal

Product 1

HCID 186600391-O-isobutyryl-beta-D-glucose

Procedure

A reaction mixture of 50 mM Tris-HCl (pH 7.0), 10 mM MgCl2, 10 mM dithiotheritol 10 mM uridine 5'-diphosphate glucose, 1 mM isobutyrate, 2 units of GTI activity is made up. Reaction is carried out for 2 hrs. at 37° C. 1-O-isobutyryl-β-D-glucose is formed.

Workup

customReaction
customat 37° C

Sources & evidence

ORD record: ord-77d2f0be8bb44df1b0405c1e74dd4b55
Source dataset: uspto-grants-2000_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06011145

Reaction notes

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