5341-95-7

Usage

Uses

Used in Chemical Industry:
MESO-2,3-BUTANEDIOL is used as a chemical feedstock for the production of various industrial chemicals. Its ability to be converted to 1,3-butadiene makes it a valuable component in the preparation of synthetic rubber, which is essential for the manufacturing of tires, hoses, and other rubber products.
Used in Pharmaceutical Industry:
MESO-2,3-BUTANEDIOL is used as a starting material for the synthesis of 2-butanol by isolates of lactic acid bacteria. 2-butanol is an important solvent and reagent in the pharmaceutical industry, used in the production of various drugs and medications.
Used in Biochemical Research:
MESO-2,3-BUTANEDIOL is utilized as a substrate in biochemical research, particularly in the study of metabolic pathways and enzyme reactions. Its production under low oxygen conditions by metabolically engineered Escherichia coli has been reported, making it a valuable tool for understanding and optimizing microbial fermentation processes.
Used in Fuel Industry:
MESO-2,3-BUTANEDIOL can be used as a potential biofuel component due to its compatibility with existing fuel infrastructure and its ability to improve fuel properties such as octane rating and cold flow characteristics.

Upstream product

• 513-86-0 3-hydroxy-2-butanon 
• 431-03-8 dimethylglyoxal 

Downstream Products

• 112853-96-0 (-)-pentamethyl-4,4',5',8,8 spirooctane-2,2'-(1,3)dioxolanne>(1S,4S,4'R,5'R,7R) 
• 112853-97-1 (-)-carbethoxy-2 pentamethyl-4,4',5',8,8 spirooctane-2',3-(1,3)dioxolanne> (1R,2S,4R,4'R,5'R,7R) 
• 143136-43-0 (4R,5R)-2-(Bis-ethylsulfanyl-methyl)-4,5-dimethyl-[1,3]dioxolane 
• 15479-05-7 2-chloro-(4R*,5R*)-dimethyl-1,3,2-dioxaphospholane 
• 88123-07-3 2-<2-(2-hydroxy-1-methylpropoxy)ethyl>-4,5-dimethyl-1,3-dioxolane 
• 73346-75-5 (R)-2,2,4r,5t-tetramethyl-[1,3]dioxolane 
• 111955-36-3 (S)-2,2,4r,5t-tetramethyl-[1,3]dioxolane 
• 88123-07-3 2-<2-(2-hydroxy-1-methylpropoxy)ethyl>-4,5-dimethyl-1,3-dioxolane 
• 875893-99-5 trans-2-Chloro-2-oxo-4,5-dimethyl-1,3,2-dioxaphospholane 
• 83876-18-0 [3-((4R,5R)-4,5-Dimethyl-[1,3]dioxolan-2-yl)-4,5-dihydroxy-9,10-dioxo-9,10-dihydro-anthracen-2-yl]-acetic acid 2-trimethylsilanyl-ethyl ester 
• 83862-10-6 [3-((4R,5R)-4,5-Dimethyl-[1,3]dioxolan-2-yl)-4,5-dihydroxy-9,10-dioxo-9,10-dihydro-anthracen-2-yl]-acetic acid methyl ester 
• 90026-01-0 meso-dimethylethylene di-p-toluenesulfonate 
• 64896-27-1 -2,3-butandiol di-(4-methylbenzolsulfonat) 

Relevant academic research and scientific papers

Application of robust ketoreductase from Hansenula polymorpha for the reduction of carbonyl compounds

Enzyme-catalysed asymmetric reduction of ketones is an attractive tool for the production of chiral building blocks or precursors for the synthesis of bioactive compounds. Expression of robust ketoreductase (KRED) from Hansenula polymorpha was upscaled and applied for the asymmetric reduction of 31 prochiral carbonyl compounds (aliphatic and aromatic ketones, diketones and β-keto esters) to the corresponding optically pure hydroxy compounds. Biotransformations were performed with the purified recombinant KRED together with NADP+ recycling glucose dehydrogenase (GDH, Bacillus megaterium), both overexpressed in Escherichia coli BL21(DE3). Maximum activity of KRED for biotransformation of ethyl-2-methylacetoacetate achieved by the high cell density cultivation was 2499.7 ± 234 U g–1DCW and 8.47 ± 0.40 U·mg–1E, respectively. The KRED from Hansenula polymorpha is a very versatile enzyme with broad substrate specificity and high activity towards carbonyl substrates with various structural features. Among the 36 carbonyl substrates screened in this study, the KRED showed activity with 31, with high enantioselectivity in most cases. With several ketones, the Hansenula polymorpha KRED catalysed preferentially the formation of the (R)-secondary alcohols, which is highly valued.

Highly efficient and recyclable chiral Pt nanoparticle catalyst for enantioselective hydrogenation of activated ketones

Thermoregulated phase-separable chiral Pt nanoparticle catalyst exhibited excellent ee (>99%) in the enantioselective hydrogenation of activated ketones for preparing chiral α-hydroxy acetals and chiral 1,2-diols. More importantly, the chiral catalyst could be easily separated by phase separation and directly reused in the next cycle without any loss in catalytic activity and enantioselectivity, even in the gram-scale reaction. The leaching of Pt was under the detection limit of the instrument.

Direct proline-catalyzed asymmetric α-aminoxylation of aldehydes and ketones

The direct proline-catalyzed asymmetric α-aminoxylation of aldehydes and ketones has been developed using nitrosobenzene as an oxygen source, affording α-anilinoxy-aldehydes and -ketones with excellent enantioselectivity. Reaction conditions have been optimized, and low temperature (-20 °C) was found to be a key for the successful α-aminoxylation of aldehydes, while slow addition of nitrosobenzene is essential for that of ketones. The scope of the reaction is presented.

Asymmetric hydrosilylation of ketones using trans-chelating chiral peralkylbisphosphine ligands bearing primary alkyl substituents on phosphorus atoms

Asymmetric hydrosilylation of simple ketones with diphenylsilane proceeded at -40 °C in the presence of a rhodium complex (0.001 - 0.01 molar amount) coordinated with a trans-chelating chiral bisphosphine ligand bearing linear alkyl substituents on the phosphorus atoms, (R,R)-(S,S)-Et-, Pr-, or BuTRAP, giving the corresponding optically active (S)- secondary alcohols with up to 97% ee. The asymmetric hydrosilylation using TRAP ligands with bulkier P-substituents resulted in much lower enantioselectivities. The EtTRAP-rhodium catalyst was also effective for asymmetric hydrosilylation of keto esters with a coordination site for a rhodium atom (up to 98% ee). Optically active symmetrical diols were obtained with up to 99% ee from the corresponding diketones via the asymmetric reduction using 2.5 molar amounts of diphenylsilane.

An improved synthesis of chiral diols via the asymmetric catalytic hydrogenation of prochiral diones

The rates of the asymmetric hydrogenation of prochiral diketones catalyzed by Ru(BINAP) catalysts were substantially accelerated in the presence of small amounts of a strong acid.