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Chemical Structure| 625-72-9 Chemical Structure| 625-72-9
Chemical Structure| 625-72-9

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CAS No.: 625-72-9

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(R)-3-Hydroxybutanoic acid is a metabolite that serves as a nutrient source and a precursor for various biosynthetic pathways, and it has potential roles in metabolic regulation and nutritional supplementation.

Synonyms: (R)-3-Hydroxybutyric acid; R-3HB; D-3-hydroxybutyric acid

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Product Details of (R)-3-Hydroxybutanoic acid

CAS No. :625-72-9
Formula : C4H8O3
M.W : 104.10
SMILES Code : C[C@@H](O)CC(O)=O
Synonyms :
(R)-3-Hydroxybutyric acid; R-3HB; D-3-hydroxybutyric acid
MDL No. :MFCD00066257
InChI Key :WHBMMWSBFZVSSR-GSVOUGTGSA-N
Pubchem ID :92135

Safety of (R)-3-Hydroxybutanoic acid

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of (R)-3-Hydroxybutanoic acid

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 625-72-9 ]

[ 625-72-9 ] Synthesis Path-Downstream   1~7

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  • 6-Methyl-2-((1R,2S,3R,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl)-[1,3,2]dioxaborinan-4-one [ No CAS ]
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YieldReaction ConditionsOperation in experiment
With bacterial isolate; In aq. phosphate buffer; at 15℃;pH 7.2; General procedure: The procedure for large scale biotransformation of racemic 3-hydroxybutyronitrile was similar to the general procedure, with the exception of the use of potassium phosphate buffer (0.1 M, pH 7.0, 100 mL) containing 3-hydroxybutyronitrile (85.1 mg, 10 mM). The resulting aqueous solution was basified to pH 12 with aqueous NaOH (2 M) and extracted with ethyl acetate (3 × 100 mL). The aqueous solution was acidified using aqueous HCl (2 M) to pH 2 and extracted with ethyl acetate (3 × 100 mL), dried over MgSO4 and the solvent removed under vacuum. The crude product was subjected to silica gel column chromatography eluted with a mixture of hexane and ethyl acetate (1:1) to give 3-hydroxybutyric acid in 42percent yield (44 mg, 4.23 mmol) as clear oil. The configuration of the corresponding acid was determined by comparing the direction of specific rotation with that of an authentic sample. Enantiomeric excess values were obtained from HPLC analysis using a column of chiral stationary phase and correlated with literature. (R)-enantiomer elutes at 11.94 min, (S)-enantiomer elutes at 12.34 min [34]. 1H NMR (400 MHz, CDCl3) delta = 4.19?4.27 (1H, m), delta = 2.45?2.58 (2H, m), delta = 1.23 (3H, d, J = 6.3 Hz). 13C NMR (400 MHz, CDCl3) delta = 117, 76, 64, 42, 22 [alpha]d25 = +4.0 (c = 2.5, MeOH), and compared with that in the literature [alpha]d25 = +4.1 (c = 2.7, MeOH) [35]. This experiment was performed in triplicate.
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