| Identification | More | [Name]
Methyl (R)-(-)-3-hydroxybutyrate | [CAS]
3976-69-0 | [Synonyms]
METHYL 3-HYDROXYBUTANOATE
Methyl-3-hydroxybutyrate
METHYL D-(R)-3-HYDROXYBUTYRATE
METHYL (R)-(-)-3-HYDROXYBUTYRATE
METHYL (R)-3-HYDROXYBUTYRATE
(R)-(-)-3-HYDROXYBUTYRIC ACID METHYL ESTER
(R)-3-HYDROXYBUTYRIC ACID METHYL ESTER
(R)-(-)-3-HYDROXY-N-BUTYRIC ACID METHYL ESTER
(R)-(-)-METHYL 3-HYDROXYBUTYRATE
(R)-(-)-3-Hydroxy-n-butyricAcidMethylEste
Methyl-D-(R)-beta-hydroxybutyrate
Methyl(R)-(-)-3-Hydroxy-N-butyrate
Methyl (R or S)-3-hydroxybutyrate
METHYL 3-(R)-HYDROXYBUTYRATE
methyl R-3-hydroxybutanoate
Butanoic acid, 3-hydroxy-, methyl ester, (R)-
(3R)-3-Hydroxybutanoic acid methyl
(3R)-3-Hydroxybutyric acid methyl
(R)-3-Hydroxybutanoic acid methyl
(R)-3-Hydroxybutyric acid methyl | [EINECS(EC#)]
223-610-0 | [Molecular Formula]
C5H10O3 | [MDL Number]
MFCD00063289 | [Molecular Weight]
118.13 | [MOL File]
3976-69-0.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colorless liquid | [alpha ]
-21.5 º (neat) | [Boiling point ]
56-58 °C/11 mmHg (lit.) | [density ]
1.055 g/mL at 20 °C(lit.)
| [refractive index ]
n20/D 1.421(lit.)
| [Fp ]
161 °F
| [storage temp. ]
0-6°C | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Oil | [pka]
13.95±0.20(Predicted) | [color ]
Colourless | [optical activity]
[α]20/D 19.5°, neat | [Water Solubility ]
Slightly soluble in water. | [BRN ]
3648161 | [InChI]
InChI=1S/C5H10O3/c1-4(6)3-5(7)8-2/h4,6H,3H2,1-2H3/t4-/m1/s1 | [InChIKey]
LDLDJEAVRNAEBW-SCSAIBSYSA-N | [SMILES]
C(OC)(=O)C[C@H](O)C | [LogP]
-0.412 (est) | [CAS DataBase Reference]
3976-69-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37:Wear suitable protective clothing and gloves .
S24/25:Avoid contact with skin and eyes .
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) . | [RIDADR ]
NA 1993 / PGIII | [WGK Germany ]
3
| [HS Code ]
29181990 |
| Hazard Information | Back Directory | [Chemical Properties]
clear colorless liquid | [Uses]
Methyl (R)-3-hydroxybutyrate may be used in the preparation of (R)-(-)-3-hydroxybutanoic acid and poly-(R)-(-)-3-hydroxybutyrate. | [General Description]
Methyl (R)-(-)-3-hydroxybutyrate is a monocarboxylic acid that
is metabolized by phosphofructokinase and other enzymes to produce the
corresponding 3-hydroxybutyrate. This compound is synthesized from
tiglic acid, which can be obtained from corynebacterium. The production
of it can be optimized by using a
biotransformation process. | [Synthesis]
In the glove box, put RuCl3 (0.69mg, 0.0033mmol), (R)-BINAP (2.3mg, 0.0036mmol), (1R,2R)-1,2-diphenyl-1,2-ethylenediamine (0.78 mg, 0.0036mmol) and isopropanol (150g) were added to a single-necked flask equipped with a magnetic stirrer, the stirring was turned on, the metal precursor and the ligand were dissolved and coordinated for 30 minutes,Obtain the catalyst solution, seal the single-neck bottle, take it out of the glove box, and pump it into a 0.5L reactor with a flat flow pump under the protection of nitrogen. The reactor has been replaced with nitrogen in advance, and the substrate methyl acetoacetate (116g, 1mol) and Potassium tert-butoxide (0.12g).After the catalyst solution was added, the reactor was replaced with hydrogen for three times, 8MPa hydrogen was charged, and the reactor was turned on for stirring and heating.When the internal temperature of the reactor reaches 100°C, open the hydrogen gas inlet valve, keep the internal pressure of the reactor at 10MPa, start timing, keep the reaction for 5 hours, the flowmeter shows that the hydrogen absorption rate is less than 0.1mL/min, terminate the reaction, and cool the reactor To room temperature, sampling and GC analysis showed that the conversion rate of raw material methyl acetoacetate was 99.9%, and the selectivity of (R)-1,3-butanediol was 8.8%.The ee value is 99.2%, and the selectivity of Methyl (R)-(-)-3-hydroxybutyrate is 90.9%. |
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