112789-84-1

Basic information

• Product Name: Pentanoic acid, 4-hydroxy-, ethyl ester, (S)-
• CAS NO: 112789-84-1
• Molecular Formula: C7H14O3
• Molecular Weight: 146.186
• Mol File: 112789-84-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Pentanoic acid, 4-hydroxy-, ethyl ester, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Pentanoic acid, 4-hydroxy-, ethyl ester, (S)-(112789-84-1)
• EPA Substance Registry System: Pentanoic acid, 4-hydroxy-, ethyl ester, (S)-(112789-84-1)

Safety Data

• Hazardous Substances Data: 112789-84-1(Hazardous Substances Data)

Upstream product

• 64-17-5 ethanol 
• 2854-10-6 levulinic acid t-butyl ester 
• 539-88-8 4-oxopentanoic acid ethyl ester 

Downstream Products

• 1632137-87-1 dibenzyl 1-((4S,6S,E)-6-((tert-butyldimethylsilyl)oxy)-1-ethoxy-1-oxohept-2-en-4-yl)hydrazine-1,2-dicarboxylate 
• 58917-25-2 (R)-5-methyl-2-oxotetrahydrofuran 
• 56279-37-9 (S)-4-HVA sodium salt 
• 626-95-9 (2S)-2-methylbutane-1,4-diol 
• 19041-15-7 (S)-γ-valerolactone 

Relevant articles and documents

Stereodivergent preparation of valuable γ- Or δ-hydroxy esters and lactones through one-pot cascade or tandem chemoenzymatic protocols

A series of enantiopure hydroxy esters and lactones has been synthesized in a chemodivergent manner via alcohol dehydrogenase (ADH) reduction of the corresponding keto esters by means of cascade or tandem protocols. Thus, ADH from Rhodococcus ruber (ADH-A) or Lactobacillus brevis (LBADH) afforded both antipodes in a very selective way when dealing with small derivatives. With bulkier substrates, ADH from Ralstonia sp. (RasADH) was successfully employed to achieve the synthesis of enantioenriched γ- or δ-hydroxy esters. To isolate the corresponding lactones, two different approaches were followed: a cascade reaction by spontaneous cyclization of the hydroxy ester intermediate, or a one-pot two-step tandem protocol. Moreover, a chemoenzymatic route was designed to obtain a chiral brominated lactone, which enabled further modifications in a sequential fashion by Pd-catalyzed reactions, affording relevant functionalized lactones.