108741-12-4

Basic information

• Product Name: ethyl (2S,3R)-2,3-dihydroxy-3-phenylpropanoate
• Synonyms: ethyl (2S,3R)-2,3-dihydroxy-3-phenylpropanoate
• CAS NO: 108741-12-4
• Molecular Weight: 210.23
• Mol File: 108741-12-4.mol
• Article Data: 40

Chemical Properties

• CAS DataBase Reference: ethyl (2S,3R)-2,3-dihydroxy-3-phenylpropanoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl (2S,3R)-2,3-dihydroxy-3-phenylpropanoate(108741-12-4)
• EPA Substance Registry System: ethyl (2S,3R)-2,3-dihydroxy-3-phenylpropanoate(108741-12-4)

Safety Data

• Hazardous Substances Data: 108741-12-4(Hazardous Substances Data)

Upstream product

• 103-36-6 ethyl 3-phenyl-2-propenoate 
• 2272-55-1 ethyl trans-3-phenyl-1-oxirane-2-carboxylate 
• 4192-77-2 ethyl cinnamate 
• 100-42-5 styrene 
• 140-88-5 ethyl acrylate 
• 100-52-7 benzaldehyde 
• 4610-69-9 (Z)-ethyl cinnamate 
• 64-17-5 ethanol 
• 108739-49-7 (3S,5R,6S,9R)-3-((R)-Hydroxy-phenyl-methyl)-9-methyl-6-(1-methyl-1-phenyl-ethyl)-1,4-dioxa-spiro[4.5]decan-2-one 
• 133421-01-9 3-(Dimethylthexylsiloxy)-3-phenyl-2-(trimethylsiloxy)propannitril 
• 18632-39-8 ethyl 2-hydroxy-3-phenyl-3-oxopropanoate 
• 5695-95-4 (R)-2,3-Dihydroxy-3-phenyl-propionic acid 

Downstream Products

• 215544-03-9 (4R,5S)-ethyl 2,2-dimethyl-5-phenyl-1,3-dioxolane-4-carboxylate 
• 133521-66-1 (4S,5R)-Ethyl 2,2-dimethyl-5-phenyl-1,3-dioxolane-4-carboxylate 
• 133421-02-0 erythro-2,2-Dimethyl-5-phenyl-1,3-dioxolan-4-carbonsaeure-ethylester 
• 163893-32-1 (4S,5R)-2-Oxo-5-phenyl-2λ⁴-[1,3,2]dioxathiolane-4-carboxylic acid ethyl ester 

Relevant articles and documents

Enantioselective Dihydroxylation of Alkenes Catalyzed by 1,4-Bis(9-O-dihydroquinidinyl)phthalazine-Modified Binaphthyl–Osmium Nanoparticles

A series of unprecedented binaphthyl–osmium nanoparticles (OsNPs) with chiral modifiers were applied in the heterogeneous asymmetric dihydroxylation of alkenes. A remarkable size effect of the OsNPs, depending on the density of the covalent organic shells, on the reactivity and enantioselectivity of the dihydroxylation reaction was revealed. Successful recycling of the OsNPs was also demonstrated and high reaction efficiency and enantioselectivity were maintained.

A simple and effective soluble polymer-bound ligand for the asymmetric dihydroxylation of olefins: DHQD-PHAL-OPEG-OMe

The synthesis of a novel soluble polymer-bound ligand DHQD-PHAL-OPEG-OMe and its application in the catalytic asymmetric dihydroxylation (AD) reaction are described. 1,4-Dichlorophthalazine was used as the coupling reagent to connect dihydroquinidine and polyethylene glycol monomethyl ether (MW = 5000, Fluka) while providing an aromatic group at the 9-O-position of dihydroquinidine. Enantiomeric excesses for trans-disubstituted olefins in the AD reaction, with K3Fe(CN)6 as secondary oxidant, are up to 98%.

Multipolymer-supported substrate and ligand approach to the sharpless asymmetric dihydroxylation

The correct combination of soluble and insoluble polymers allows a multipolymer reaction in which the substrate trans-cinnamate and the chiral ligand are bound to different polymer supports. The reactions (shown schematically on the right) proceed with 98

RAS INHIBITORS

The disclosure features macrocyclic compounds, and pharmaceutical compositions and protein complexes thereof, capable of inhibiting Ras proteins, and their uses in the treatment of cancers.

Asymmetric Total Syntheses of Aetheramides and Their Stereoisomers: Stereochemical Assignment of Aetheramides

The concise total syntheses of the potent HIV inhibitors aetheramides A and B (IC50 values of 15 and 18 nM), as well as three pairs of their stereoisomers, were achieved, which allowed the complete stereochemical assignment of aetheramides for the first time. With a longest linear sequence of 15 steps, the convergent, fully stereocontrolled route provided aetheramides A and B in 5.3% and 3.6% yields, respectively. The synthetic strategy features efficient Stille coupling for macrocyclization, asymmetric aldol reactions to establish the ambiguous stereochemistries at C-17 and C-26, and implementation of mild conditions to avoid the epimerization of the sensitive polyketide moiety and the migration of the labile lactone.