66767-61-1

Basic information

• Product Name: Butanoic acid, 3-hydroxy-2-methyl-, methyl ester, (2R,3R)-
• CAS NO: 66767-61-1
• Molecular Formula: C6H12O3
• Molecular Weight: 132.159
• Mol File: 66767-61-1.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: Butanoic acid, 3-hydroxy-2-methyl-, methyl ester, (2R,3R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Butanoic acid, 3-hydroxy-2-methyl-, methyl ester, (2R,3R)-(66767-61-1)
• EPA Substance Registry System: Butanoic acid, 3-hydroxy-2-methyl-, methyl ester, (2R,3R)-(66767-61-1)

Safety Data

• Hazardous Substances Data: 66767-61-1(Hazardous Substances Data)

Upstream product

• 124-41-4 sodium methylate 
• 88635-99-8 (S)-3-((2S,3R)-3-Hydroxy-2-methyl-butyryl)-4-isopropyl-oxazolidin-2-one 
• 17094-21-2 2-methyl-acetoacetic acid methyl ester 
• 53562-86-0 (S)-3-hydroxybutyric acid methyl ester 
• 74-88-4 methyl iodide 
• 207788-86-1 3,5-Dinitro-benzoic acid (1S,2R)-2-methoxycarbonyl-1-methyl-propyl ester 
• 78522-80-2 (2R,3S)-methyl 3-acetoxy-2-methylbutyrate 
• 67-56-1 methanol 
• 142061-17-4 (4R,5S,2'R,3'S)-4-cyclohexyl-3-(3-hydroxy-2-methylbutanoyl)-1,5-dimethylimidazolidin-2-one 
• 186581-53-3 diazomethane 
• 125664-99-5 N-<(2R,3S)-3-hydroxy-2-methylbutanoyl>bornane-10,2-sultam 
• 145163-07-1 (2S,3R)-3-Hydroxy-1-[(3S,4S)-5-((2S,3R)-3-hydroxy-2-methyl-butyryl)-1,1-dioxo-3,4-diphenyl-1λ⁶-[1,2,5]thiadiazolidin-2-yl]-2-methyl-butan-1-one 
• 74026-60-1 (+)-(2S,3R)-3-Acetoxy-2-methylbutansaeuremethylester 

Downstream Products

• 1208258-21-2 C₁₃H₁₅NO₆ 
• 1379802-69-3 (R)-1-((4S,5R)-3-((2S,3R)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-4-methyl-4,5-dihydroisoxazol-5-yl)-2-(trityloxy)ethanol 
• 697751-93-2 (2R,3R)-3-(tert-butyldiphenylsilyloxy)-2-methylbutanal 
• 1379802-89-7 (2R,3R)-methyl 3-(tert-butyldiphenylsilyloxy)-2-methylbutanoate 
• 128252-98-2 chaetoviridin A 
• 69769-68-2 (2S,3R,7RS)-(-)-stegobinone 
• 92935-19-8 (2S,3S)-2-methyl-3-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)butyl 4-methylbenzenesulfonate 
• 99328-37-7 methyl (2S,3S)-3-(tert-butyldimethylsilyloxy)-2-methylbutanoate 
• 99328-40-2 methyl (2R,3S)-3-(tert-butyldimethylsilyloxy)-2-methylbutanoate 
• 59056-73-4 (2S,3S,7R/S)-3,7-dimethylpentadecan-2-ol 
• 69769-68-2 (2R,3S,7RS)-(+)-stegobinone 
• 69769-68-2 trans-(+/-)-stegobinone 
• 89968-94-5 p-Toluolsulfonsaeure-<(2S,3R)-3-hydroxy-2-methylbuthyl>ester 
• 107692-04-6 (2R,3S)-(-)-3-benzyloxy-2-methylbutanal 

Relevant articles and documents

PANTETHEINE DERIVATIVES AND USES THEREOF

The present disclosure relates to compounds of Formula (I), (II), or (II'): (I), (II), (II'), and pharmaceutically acceptable salts or solvates thereof. The present disclosure also relates to pharmaceutical compositions comprising the compounds and therapeutic and diagnostic uses of the compounds and pharmaceutical compositions.

Access to enantiopure α-alkyl-β-hydroxy esters through dynamic kinetic resolutions employing purified/overexpressed alcohol dehydrogenases

α-Alkyl-β-hydroxy esters were obtained via dynamic kinetic resolution (DKR) employing purified or crude E. coli overexpressed alcohol dehydrogenases (ADHs). ADH-A from R. ruber, CPADH from C. parapsilosis and TesADH from T. ethanolicus afforded syn-(2R,3S) derivatives with very high selectivities for sterically not impeded ketones ('small-bulky' substrates), while ADHs from S. yanoikuyae (SyADH) and Ralstonia sp. (RasADH) could also accept bulkier keto esters ('bulky-bulky' substrates). SyADH also provided preferentially syn-(2R,3S) isomers and RasADH showed in some cases good selectivity towards the formation of anti-(2S,3S) derivatives. With anti-Prelog ADHs such as LBADH from L. brevis or LKADH from L. kefir, syn-(2S,3R) alcohols were obtained with high conversions and diastereomeric excess in some cases, especially with LBADH. Furthermore, due to the thermodynamically favoured reduction of these substrates, it was possible to employ just a minimal excess of 2-propanol to obtain the final products with quantitative conversions. Copyright

A flexible stereocontrolled synthesis of β-hydroxy-α-methyl esters: Application to the synthesis of stegobiol and serricorole

β-Hydroxy-α-methyl esters have been obtained in a stereocontrolled manner and high enantiomeric and diastereomeric purity from commercially available methyl 3-oxopentanoate and methyl 3-oxobutanoate. The key step is file catalytic hydrogenation of the carbonyl group using (R)- or (S)-BINAP- Ru as chiral catalyst followed by asymmetric alkylation. Stegobiol and serricorole, components of the sex pheromone of the drugstore beetle, Stegobium paniceum (L.) and cigarette beetle, Lasioderma serricorne (F.), have been prepared from these chiral building blocks without the need for stoichiometric amounts of chiral auxiliaries.