112348-04-6

Basic information

• Product Name: Butanoic acid, 3-hydroxy-4-(phenylmethoxy)-, ethyl ester, (3S)-
• Synonyms: ethyl(S)-4-benzyloxy-3-hydroxybutyrate;(3S)-ethyl 4-benzyloxy-3-hydroxybutyrate;ethyl (S)-4-benzyloxy-3-hydroxybutanoate;(S)-ethyl 4-benzyloxy-3-hydroxybutanoate
• CAS NO: 112348-04-6
• Molecular Formula: C13H18O4
• Molecular Weight: 238.284
• Mol File: 112348-04-6.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Butanoic acid, 3-hydroxy-4-(phenylmethoxy)-, ethyl ester, (3S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Butanoic acid, 3-hydroxy-4-(phenylmethoxy)-, ethyl ester, (3S)-(112348-04-6)
• EPA Substance Registry System: Butanoic acid, 3-hydroxy-4-(phenylmethoxy)-, ethyl ester, (3S)-(112348-04-6)

Safety Data

• Hazardous Substances Data: 112348-04-6(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 112635-76-4 (S)-ethyl 3,4-dihydroxybutanoate 
• 18295-66-4 1-ethoxy-1-(trimethylsiloxy)ethene 
• 60656-87-3 benzyloxyacetoaldehyde 
• 691-84-9 Diethyl (S)-malate 
• 67354-34-1 ethyl 4-benzyloxyacetoacetate 

Downstream Products

• 632357-76-7 2,2-dimethyl-propionic acid 2-{6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-3-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3-methyl-tetrahydro-pyran-2-yl}-ethyl ester 
• 398516-83-1 2,2-Dimethyl-propionic acid 2-[(2S,3S,4R,6S)-6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-3-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-ethyl ester 
• 398516-85-3 2,2-Dimethyl-propionic acid 2-[(2S,3S,4R,6S)-6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-3-hydroxymethyl-3-methyl-tetrahydro-pyran-2-yl]-ethyl ester 
• 632357-77-8 2,2-Dimethyl-propionic acid 2-[(2S,3S,4R,6S)-6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-3-vinyl-tetrahydro-pyran-2-yl]-ethyl ester 
• 632357-75-6 2,2-Dimethyl-propionic acid 2-((4aS,5S,7S,8aR)-7-benzyloxymethyl-2,2,4a-trimethyl-hexahydro-1,6-dioxa-2-sila-naphthalen-5-yl)-ethyl ester 
• 398516-81-9 2,2-Dimethyl-propionic acid 2-[(2S,3R,4R,6S)-6-benzyloxymethyl-4-hydroxy-3-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-ethyl ester 
• 632357-43-8 2,2-Dimethyl-propionic acid 2-((4aS,5S,7S,8aR)-7-benzyloxymethyl-2,2,4a-trimethyl-tetrahydro-pyrano[4,3-d][1,3]dioxin-5-yl)-ethyl ester 
• 398516-80-8 ((4aS,5S,7S,8aR)-7-Benzyloxymethyl-2,2,4a-trimethyl-hexahydro-1,6-dioxa-2-sila-naphthalen-5-yl)-acetic acid ethyl ester 
• 632357-73-4 2,2-Dimethyl-propionic acid 2-((2S,3R,4R,6S)-6-benzyloxymethyl-4-hydroxy-3-hydroxymethyl-3-methyl-tetrahydro-pyran-2-yl)-ethyl ester 
• 398516-77-3 (2S,4R)-1-Benzyloxy-4-(4-methoxy-benzyloxy)-5-methyl-hex-5-en-2-ol 
• 398516-79-5 (E)-3-((1S,3R)-1-Benzyloxymethyl-3-hydroxy-4-methyl-pent-4-enyloxy)-acrylic acid ethyl ester 
• 632357-74-5 (2S,4R)-1-Benzyloxy-5-methyl-hex-5-ene-2,4-diol 
• 398516-72-8 (S)-6-Benzyloxy-5-hydroxy-2-methyl-hex-1-en-3-one 
• 700816-59-7 (E)-3-((1S,3R)-3-Benzyloxy-1-benzyloxymethyl-4-bromo-butoxy)-acrylic acid ethyl ester 

Relevant articles and documents

Dirhodium(II) tetrakis[N-benzene-fused phthaloyl-(S)-piperidinonate] as a chiral lewis acid: Catalytic enantioselective aldol reactions of acetate-derived silylketene acetals and aldehydes

A first example of chiral dirhodium(II) complex-catalyzed enantioselective Mukaiyama aldol reactions is described. The aldol addition reaction of methyl acetate-derived trimethylsilylketene acetal with specific aldehydes such as benzyloxyacetaldehyde and electron-poor aromatic aldehydes is effectively catalyzed by dirhodium(II) tetrakis[N-benzene-fused phthaloyl-(S)-piperidinonate] (1a), providing silylated aldol adducts in up to 94% ee.

Process for preparing optically active oxazolidinone derivative

Disclosed is a process for preparing an optically active oxazolidinone derivative comprising allowing hydrazine to react on an optically active ester having a hydroxyl group at the 3-position which is represented by formula (II): wherein R1represents a lower alkyl group having 1 to 4 carbon atoms, a phenyl group, a methoxymethyl group, a benzyloxymethyl group, a benzyloxycarbonylaminomethyl group which may have a substituent or substituents on the benzene ring thereof, an acylaminomethyl group having 3 to 10 carbon atoms, or an alkyloxycarbonylaminomethyl group having 3 to 6 carbon atoms; R2and R3, which may be the same or different, each represent a hydrogen atom, a lower alkyl group having 1 to 4 carbon atoms, a phenyl group, an acetylaminomethyl group, a benzoylaminomethyl group, or a benzyl group; and * indicates an asymmetric carbon atom, and subjecting the resulting hydrazide to Curtius rearrangement.

C2-Symmetric Cu(II) Complexes as Chiral Lewis Acids. Catalytic, Enantioselective Cycloadditions of Silyl Ketenes

(matrix presented) C2-Symmetric bis(oxazoline)-Cu(II) complexes (4a-g) catalyze the enantioselective [2 + 2] cycloaddition between (silyl)ketenes and chelating carbonyl substrates. A range of substituted β-lactones can be produced in excellent yields and selectivities. It was also found that (trimethylsilyl)-ketene (1) may also undergo a highly selective hetero Diels-Alder reaction with β,γ-unsaturated α-keto esters.