ChemicalBook CAS DataBase List Methyl (R)-(-)-3-hydroxybutyrate

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

7synthesis methods

Product Name:Methyl (R)-(-)-3-hydroxybutyrate
CAS Number:3976-69-0
Molecular formula:C5H10O3
Molecular Weight:118.13

Methyl (R)-3-hydroxybutyrate can be used as an optically active starting material for the preparation of various bifunctional building blocks. It can be synthesized by reduction reaction of Methyl acetoacetate.

141-97-9 Synthesis

141-97-9
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$5.00/25g

56816-01-4 Synthesis

56816-01-4
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$30.00/1g

3976-69-0
318 suppliers
$6.00/5g

Yield:-

Reaction Conditions:

with [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II);hydrogen in methanol at 60; under 30003 Torr; for 20 h;Optical yield = 89 %ee; enantioselective reaction;Reagent/catalyst;Solvent;

Steps:

General procedure for Ru-catalysed asymmetric hydrogenation of MAA in IL/MeOH systems and for catalyst recycling
General procedure: Typically, the preceding catalysts 6-Ru (0.0031 mmol) or 7-Ru(0.0031 mmol) were dissolved in IL/MeOH (IL: 1 g, MeOH: 1 mL)under an argon atmosphere. The MAA (36 mg, 0.31 mmol) wereadded to the solution of catalyst. Next, the reaction mixture wastransferred to a 60 mL autoclave. The hydrogenation was carriedout under 4 MPa pressure of hydrogen at 60 ◦C for 20 h. After releasingthe hydrogen, the reaction mixture was transferred to a Schlenktube under an argon atmosphere. Next the MeOH was removedunder reduced pressure and ether was added to extract the product(1 mL×2). The top solvent layer was removed by a syringe forGC analysis, and the new substrate and MeOH was added to the ILfor next catalyst recycling

References:

Jin, Xin;Kong, Fang-Fang;Yang, Zhi-Qiang;Cui, Fei-Fei [Journal of Molecular Catalysis A: Chemical,2013,vol. 374-375,p. 22 - 26]

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