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Methyl (R)-(-)-3-hydroxybutyrate

CAS No.
3976-69-0
Chemical Name:
Methyl (R)-(-)-3-hydroxybutyrate
Synonyms
METHYL 3-HYDROXYBUTANOATE;Methyl-3-hydroxybutyrate;Methyl (R)-(-)-3-hyd;R-hydroxy butyl etherate;methyl R-3-hydroxybutanoate;METHYL (R)-3-HYDROXYBUTYRATE;METHYL 3-(R)-HYDROXYBUTYRATE;Methyl (3R)-hydroxybutanoate;METHYL D-(R)-3-HYDROXYBUTYRATE;Methyl (3R)-3-hydroxybutanoate
CBNumber:
CB9682595
Molecular Formula:
C5H10O3
Molecular Weight:
118.13
MDL Number:
MFCD00063289
MOL File:
3976-69-0.mol
MSDS File:
SDS
Last updated:2023-06-27 14:18:49

Methyl (R)-(-)-3-hydroxybutyrate Properties

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.)
Flash point 161 °F
storage temp. 2-8°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)
FDA UNII CL06316S38

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36/37-24/25-23
RIDADR  NA 1993 / PGIII
WGK Germany  3
HS Code  29181990
NFPA 704
2
1 0

Methyl (R)-(-)-3-hydroxybutyrate price More Price(32)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 243159 Methyl (R)-3-hydroxybutyrate 99% 3976-69-0 1g $101 2024-03-01 Buy
TCI Chemical H0705 Methyl (R)-(-)-3-Hydroxybutyrate >98.0%(GC) 3976-69-0 10mL $31 2023-06-20 Buy
TCI Chemical H0705 Methyl (R)-(-)-3-Hydroxybutyrate >98.0%(GC) 3976-69-0 25mL $60 2023-06-20 Buy
Alfa Aesar L14151 Methyl (R)-(-)-3-hydroxybutyrate, 98% 3976-69-0 1g $34.65 2024-03-01 Buy
Alfa Aesar L14151 Methyl (R)-(-)-3-hydroxybutyrate, 98% 3976-69-0 5g $95.65 2024-03-01 Buy
Product number Packaging Price Buy
243159 1g $101 Buy
H0705 10mL $31 Buy
H0705 25mL $60 Buy
L14151 1g $34.65 Buy
L14151 5g $95.65 Buy

Methyl (R)-(-)-3-hydroxybutyrate Chemical Properties,Uses,Production

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%.

141-97-9
56816-01-4
3976-69-0
Synthesis of Methyl (R)-(-)-3-hydroxybutyrate from Ethyl acetoacetate
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View Lastest Price from Methyl (R)-(-)-3-hydroxybutyrate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Methyl (R)-(-)-3-hydroxybutyrate pictures 2023-06-28 Methyl (R)-(-)-3-hydroxybutyrate
3976-69-0
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
Methyl (R)-(-)-3-Hydroxybutyrate pictures 2023-05-25 Methyl (R)-(-)-3-Hydroxybutyrate
3976-69-0
US $5.00-2.00 / KG 1KG 99% 10000kg Hebei Guanlang Biotechnology Co,.LTD
Methyl (R)-(-)-3-Hydroxybutyrate pictures 2023-04-18 Methyl (R)-(-)-3-Hydroxybutyrate
3976-69-0
US $0.00-0.00 / g 1g 97% 10 tons ChiRial Biomaterial Co Ltd
METHYL (R)-(-)-3-HYDROXYBUTYRATE METHYL (R)-3-HYDROXYBUTYRATE METHYL D-(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 Methyl-D-(R)-beta-hydroxybutyrate Methyl(R)-(-)-3-Hydroxy-N-butyrate (R)-(-)-3-Hydroxy-n-butyricAcidMethylEste Methyl (R or S)-3-hydroxybutyrate METHYL 3-(R)-HYDROXYBUTYRATE methyl R-3-hydroxybutanoate Methyl (R)-(-)-3-hydroxybutyrate,99% Methyl (R)-(-)-3-hyd R-hydroxy butyl etherate 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 Methyl (R)-3-hydroxybutyrate 99% Methyl (3R)-3-hydroxybutanoate Methyl (R)-(-)-3-hydroxybutyra Methyl(R)-(-)-3-Hydroxybutyrate> Butanoic acid, 3-hydroxy-, methyl ester, (3R)- Methyl (4R)-4-hydroxypentanoate Methyl (R)-(-)-3-Hydroxybutyrate(3976-69-0) METHYL 3-HYDROXYBUTANOATE Methyl-3-hydroxybutyrate Methyl (3R)-hydroxybutanoate 3976-69-0 Asymmetric Synthesis Simple Alcohols (Chiral) Building Blocks for Liquid Crystals Chiral Compounds (Building Blocks for Liquid Crystals) Chiral Building Blocks Esters Organic Building Blocks Chiral Building Blocks Esters Organic Building Blocks Chiral Alcohols Building Blocks for Liquid Crystals Chiral Building Blocks Chiral Compounds (Building Blocks for Liquid Crystals) Functional Materials Simple Alcohols (Chiral) Synthetic Organic Chemistry Alcohols, Hydroxy Esters and Derivatives Chiral Compounds