269402-51-9

Basic information

• Product Name: (R)-2-methyloxymethoxy-2-phenyl-1-ethanol
• Synonyms: (R)-2-methyloxymethoxy-2-phenyl-1-ethanol
• CAS NO: 269402-51-9
• Molecular Weight: 182.219
• Mol File: 269402-51-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (R)-2-methyloxymethoxy-2-phenyl-1-ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-methyloxymethoxy-2-phenyl-1-ethanol(269402-51-9)
• EPA Substance Registry System: (R)-2-methyloxymethoxy-2-phenyl-1-ethanol(269402-51-9)

Safety Data

• Hazardous Substances Data: 269402-51-9(Hazardous Substances Data)

Upstream product

• 16355-00-3 (R)-1-phenyl-1,2-ethanediol 
• 282551-78-4 (R)-8,8,9,9-tetramethyl-5-phenyl-2,4,7-trioxa-8-siladecane 
• 110743-96-9 (R)-2-(tert-butyldimethylsilyloxy)-1-phenylethan-1-ol 
• 611-71-2 (R)-Mandelic Acid 
• 20698-91-3 (R)-methyl mandelate 
• 211614-43-6 methyl (R)-(methoxymethoxy)(phenyl)ethanoate 

Downstream Products

• 1457952-38-3 (R)-(2-methoxy-1-(methoxymethoxy)ethyl)benzene 
• 109459-34-9 (R)-2-methoxy-1-phenyl-ethanol 
• 1457952-45-2 (R)-2-methoxy-1-phenylethyl-1 H-imidazole-1-carboxylate 
• 1457952-54-3 (R)-2-methoxy-1-phenylethyl((R)-2-methoxy-2-phenylethyl) carbonate 
• 1457952-55-4 bis((R)-2-methoxy-1-phenylethyl) carbonate 
• 1457952-52-1 (R)-2-methoxy-1-phenylethyl((S)-2-methoxy-1-phenylethyl) carbonate 
• 1632036-76-0 (R)-6-[(5R,6R)-6-phenyl-2,4,7,9-tetraoxadecan-5-yl]tetrahydro-2H-pyran-2-one 
• 1632036-74-8 (R)-2-[(5R,6R)-6-phenyl-2,4,7,9-tetraoxadecan-5-yl]cyclopentanone 
• 1152589-49-5 (R)-2-[(4R,5R)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-yl]cyclopentanone 
• 1632036-78-2 C₁₃H₁₆O₃ 
• 1632036-75-9 (R)-2-[(1R,2R)-1-hydroxy-2-(methoxymethoxy)-2-phenylethyl]cyclopentanone 
• 1632036-73-7 (R)-2-[(1S,2R)-1-hydroxy-2-(methoxymethoxy)-2-phenylethyl]cyclopentanone 
• 107536-09-4 (2R)-2-methoxymethoxy-3-phenylacetaldehyde 
• 1632036-77-1 (R)-6-[(5R,6R)-6-phenyl-2,4,7,9-tetraoxadecan-5-yl]-5,6-dihydro-2H-pyran-2-one 

Relevant articles and documents

Microstructure analysis of a CO2 copolymer from styrene oxide at the diad level

A large amount of interesting information on the alternating copolymerization of CO2 with terminal epoxides has already been reported, such as the regiochemistry of epoxide ring-opening and the stereochemistry of the carbonate unit sequence in the polymer chain. Moreover, the microstructures of CO2 copolymers from propylene oxide and cyclohexene oxide have also been well-studied. However, the microstructure of the CO2 copolymer from styrene oxide (SO), an epoxide that contains an electron-withdrawing group, has not yet been investigated. Herein, we focus on the spectroscopic assignment of the CO2 copolymer from styrene oxide at the diad level by using three kinds of model dimer compounds, that is, T-T, H-T, and H-H. By comparing the signals in the carbonyl region, we concluded that the signals at δ=154.3, 153.8, and 153.3 ppm in the 13C NMR spectrum of poly(styrene carbonate) were due to tail-to-tail, head-to-tail, and head-to-head carbonate linkages, respectively. Moreover, various isotactic and syndiotactic model compounds based on T-T, H-T, and H-H (dimers (R,R)-T-T, (S,S)-T-T, and (R,S)-T-T; (R,R)-H-T, (S,S)-H-T, and (R,S)-H-T; (R,R)-H-H, (S,S)-H-H, and (R,S)-H-H) were synthesized for the further spectroscopic assignment of stereospecific poly(styrene carbonate)s. We found that the carbonate carbon signals were sensitive towards the stereocenters on adjacent styrene oxide ring-opening units. These discoveries were found to be well-matched to the microstructures of the stereoregular poly(styrene carbonate)s that were prepared by using a multichiral CoIII-based catalyst system. T-T races: The spectroscopic assignment of regio- and stereoregular poly(styrene carbonate)s at the diad level was performed by 13C NMR studies of three kinds of model compounds, as well as their syndiotactic (R,S) and isotactic (R,R or S,S) dimers. Copyright

Enantioselective synthesis of primary 1-(aryl)alkylamines by nucleophilic 1,2-addition of organolithium reagents to hydroxyoxime ethers and application to asymmetric synthesis of G-protein-coupled receptor ligands

(E)-Arylaldehyde oxime ethers bearing a (1S)-2-hydroxy-1-phenylethyl or (2R)-1-hydroxy-2-phenylethyl group as a chiral auxiliary, both derived from a single precursor, methyl (R)-mandelate, underwent nucleophilic addition with organolithium reagents via six-membered chelates to give the diastereomerically enriched (R)- and (S)-adducts, respectively, which, after chiral auxiliary removal by reductive N-O bond cleavage, led to the corresponding (R)- and (S)-1-(aryl)ethylamines. This organolithium addition protocol using methyllithium was applied in an enantiodivergent fashion to the preparation of both enantiomers of 1-(2-hydroxyphenyl)ethylamine, which has been previously used as an efficient chiral auxiliary for the synthesis of natural products in this laboratory. The synthetic utility of this methodology involving diastereoselective methyl addition was demonstrated by further application to the asymmetric synthesis of a new type of calcium receptor agonist (calcimimetics), (R)-(+)-NPS R-568 and its thio analogue. Furthermore, diastereoselective vinylation was accomplished by application of the hydroxy oxime ether-based protocol using vinyllithium, which allowed the development of the enantioselective synthesis of the NK-1 receptor antagonists, (+)-CP-99,994 and (+)-CP-122,721.

The synthesis of (R)-1-(2-oxocyclopentyliden)-2-alkanols and the (S)-forms, and their bio-antimutagenic activity against UV-induced Escherichia coli WP2 B/r Trp-

(R)-1-(2-oxocyclopentyliden)-2-alkanols (1r-a and 1r-b) and the (S)-forms, 1s-a and 1s-b, were enantiomerically synthesized from (R)-2-[(R)-O-MEMmandelyloxy]alkanals (6r-a and 6r-b) and the (S)-alkanals, 6s-a and 6s-b. The (R)-isomers (1r-a and 1r-b) showed bio-antimutagenic acitivity against UV-induced Eschericia coli WP2 B/r Trp-.