54074-85-0

Upstream product

• 67-56-1 methanol 
• 4949-44-4 ethyl propanoylacetate 
• 64-17-5 ethanol 
• 106-88-7 ethyloxirane 
• 201230-82-2 carbon monoxide 

Downstream Products

• 42482-20-2 3-hydroxyvaleric acid 
• 3174-67-2 1,3-pentanediol 
• 4949-44-4 ethyl propanoylacetate 
• 53538-53-7 (3R)-3-hydroxypentanoic acid 
• 1310533-94-8 (S)-3-hydroxypentyl 4-methylbenzenesulfonate 
• 1257108-69-2 (S)-3-(phenylmethoxy)-1-pentanoic acid ethyl ester 
• 153077-77-1 (S)-3-(phenylmethoxy)-1-pentanal 
• 790699-41-1 (S)-3-Benzyloxy-pentan-1-ol 

Relevant academic research and scientific papers

Cobalt-Catalyzed Alkoxycarbonylation of Epoxides to β-Hydroxyesters

Herein, we developed a new and practical catalytic system for the carbonylative synthesis of β-hydroxyesters. By using simple, cheap, and air-stable cobalt(II) bromide as the catalyst, combined with pyrazole and catalytic amount of manganese, active cobalt complex can be generated in situ and can catalyze various epoxides to give the corresponding β-hydroxyesters in moderate to excellent yields. Mechanism studies indicate that pyrazole plays a crucial role in this reaction. Moreover, with the addition of the catalytic amount of manganese, the active cobalt catalyst can be regenerated, which provides a possibility for reusing the cobalt catalyst.

Reduction of aromatic and aliphatic keto esters using sodium borohydride/MeOH at room temperature: a thorough investigation

Reduction of keto esters is a valuable alternative to produce diols. Sodium borohydride/MeOH system at room temperature and short reaction time efficiently reduced α, β, γ, and δ-keto esters having α-keto esters as the most reactive. The ester functionality was reduced effectively due to the presence of oxo group that somehow facilitates the formation of ring intermediate. As expected, the chemoselective experiments showed that ester functionality was not reduced using this system. This study presents a simple, easy, and benign reduction process of various keto esters to its corresponding diols.

Efficient large scale stereoinversion of (R)-ethyl 3-hydroxybutyrate

A three step method for the large scale preparation of enantiomerically pure ethyl (S)-3-hydroxybutyrate is reported starting from the commercial biopolymer poly[(R)-hydroxybutyrate]. The key step depends on the ability to cleanly invert the stereochemistry of (R)-ethyl 3-hydroxybutyrate via its mesylate ester under neutral conditions, avoiding the competing elimination process. This has been achieved in good (75%) yield on >100g scale by controlled addition of the mesylate to a stirred slurry of calcium carbonate in water at 80°C.

ON THE PREPARATION OF METHYL AND ETHYL (R)-(-)-3-HYDROXY-VALERATE BY DEPOLYMERIZATION OF A MIXED PHB/PHV BIOPOLYMER

The microbial polyester containing 70-80percent 3-hydroxy-butanoate and 20-30percent 3-hydroxy-pentanoate (PHB/PHV, 2) is depolymerized to give monomeric esters of (R)-configuration.These are separated by fractional distillation. (R)-3-hydroxy-pentanoate (4) is thus made readily available as enantiomerically pure starting material for syntheses.