66767-60-0

Basic information

• Product Name: methyl (2S,3S)-3-hydroxy-2-methylbutanoate
• Synonyms: methyl (2S,3S)-3-hydroxy-2-methylbutanoate
• CAS NO: 66767-60-0
• Molecular Weight: 132.159
• Mol File: 66767-60-0.mol

Chemical Properties

• CAS DataBase Reference: methyl (2S,3S)-3-hydroxy-2-methylbutanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (2S,3S)-3-hydroxy-2-methylbutanoate(66767-60-0)
• EPA Substance Registry System: methyl (2S,3S)-3-hydroxy-2-methylbutanoate(66767-60-0)

Safety Data

• Hazardous Substances Data: 66767-60-0(Hazardous Substances Data)

Upstream product

• 1341223-47-9 11S-jalapinolic acid 11-O-(2-O-2S,3S-niloyl)-α-L-rhamnopyranosyl-(1->2)-[O-(3-O-2S-methylbutyryl)-β-D-glucopyranosyl-(1->3)]-O-β-D-glucopyranosyl-(1->2)-β-D-qinovopyranoside 
• 1341223-48-0 11S-jalapinolic acid 11-O-(2-O-2S,3S-niloyl,4-O-tigloyl)-α-L-rhamnopyranosyl-(1->2)-[O-β-D-glucopyranosyl-(1->6)-O-(3,4-di-O-2S-methylbutyryl)-β-D-glucopyranosyl-(1->3)]-O-β-D-glucopyranosyl-(1->2)-β-D-quinovopyranoside 
• 1341223-49-1 calysolin III 
• 78522-80-2 (2R,3S)-methyl 3-acetoxy-2-methylbutyrate 
• 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 
• 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 
• 124-41-4 sodium methylate 
• 88635-99-8 (S)-3-((2S,3R)-3-Hydroxy-2-methyl-butyryl)-4-isopropyl-oxazolidin-2-one 

Downstream Products

• 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 
• 84568-00-3 (2R,3S)-2-methyl-3-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)butyl 4-methylbenzenesulfonate 
• 914461-68-0 (2R,3S)-3-hydroxy-2-methylbutyl-4-methylbenzenesulfonate 
• 89968-94-5 p-Toluolsulfonsaeure-<(2S,3R)-3-hydroxy-2-methylbuthyl>ester 
• 914461-87-3 (2R,3S)-3-(3,4-dichlorophenoxy)-2-methylbutyl-4-methylbenzenesulfonate 
• 914461-85-1 (2R,3R)-4-(3,4-dichlorophenoxy)-3-methylbutan-2-yl-4-methylbenzenesulfonate 
• 914461-83-9 (2R,3R)-3-(4-fluoro-2-methylphenoxy)-2-methylbutyl-4-methylbenzenesulfonate 
• 914461-81-7 (2S,3R)-4-(4-fluoro-2-methylphenoxy)-3-methylbutan-2-yl-4-methylbenzenesulfonate 
• 914461-80-6 (2S,3R)-3-((4-fluoro-2-methylphenoxy)methyl)butan-2-ol 

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.

Total Synthesis and Structural Revision of Chaetoviridins A

The first synthesis of the proposed structures of chaetoviridins A 1-4 has been achieved in 10 steps by controlling the syn- or anti-aldol side chain. The angular lactone has been regioselectively introduced by condensation of a chiral dioxin-4-one to cazisochromene. Comparison of the NMR and circular dichroism data of the synthesized and reported natural products led to the complete reassignment and renaming of the chaetoviridins.

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

Calysolins I-IV, resin glycosides from calystegia soldanella

Four new resin glycosides having intramolecular cyclic ester structures (jalapins), named calysolins I-IV (1-4), were isolated from the methanol extract of leaves, stems, and roots of Calystegia soldanella, along with one known jalapin (5) derivative. The structures of 1-4 were determined on the basis of spectroscopic data and chemical evidence. They fall into two types, one having a 22-membered ring (1 and 4) and the other with a 27-membered ring (2 and 3). The sugar moieties of 1-4 were partially acylated by some organic acids. Compound 4 is the first example of a hexaglycoside of jalapin.

Simple and efficient synthesis of (+)-methyl 7-benzoylpederate, a key intermediate toward the mycalamides

(equation presented) A simple and efficient method for the synthesis of (+)-methyl 7-benzoylpederate, the left half of pederin, mycalamides, onnamides, and theopederins, was developed. The key reactions include the Evans asymmetric aldol reaction, a thioa

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.

Ephedrine-Derived Imidazolidin-2-ones. Broad Utility Chiral Auxiliaries in Asymmetric Synthesis

The scope of the readily available (4R,5S)-1,5-dimethyl-4-phenylimidazolidin-2-one (4) and its 4-cyclohexyl analogue 6 as practical, efficient chiral auxiliaries has been demonstrated.The enolate chemistry of their N-acyl derivatives exhibits features which recommend their use in asymmetric synthesis.The stereoselective boron-mediated aldol as well as alkylation and acylation results are presented.The steric control benefit derived by conversion of phenyl to cyclohexyl is highlighted. - Key Words: Imidazolidin-2-one, (4R,5S)-1,5-dimethyl-5-phenyl- or cyclohexyl- / (-)-Ephedrine / Stereoselective aldol / alkylation, acylation

Asymmetric aldol reactions employing a cyclic sulfamide chiral auxiliary

A titanium enolate derived from (3S,4S)-2,5-dipropionyl-3,4-diphenyl-1,2,5-thiadiazolidine 1,1-dioxide (3) reacts with aldehydes to give syn aldols with high stereoselection (> 95:5).

Bornanesultam-directed asymmetric synthesis of crystalline, enantiomerically pure syn aldols

N-acylsultams 2 furnish, via aldolization of their enolates 16 with aldehydes, diastereomerically pure, crystalline syn aldols. The absolute configuration of the product is controlled by the choice of the enolate counterion: 16, M = B → 3; 16, M = Li or S