(2R,3S)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-hydroxy-3-phenylpropanoic acid methyl ester

Base Information

Chemical Name:(2R,3S)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-hydroxy-3-phenylpropanoic acid methyl ester
CAS No.:262844-04-2
Molecular Formula:C₁₆H₂₆O₄Si
Molecular Weight:310.466
Hs Code.:

Synonyms:(2R,3S)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-hydroxy-3-phenylpropanoic acid methyl ester

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Chemical Property of (2R,3S)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-hydroxy-3-phenylpropanoic acid methyl ester

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Technology Process of (2R,3S)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-hydroxy-3-phenylpropanoic acid methyl ester

There total 3 articles about (2R,3S)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-hydroxy-3-phenylpropanoic acid methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

: 262844-00-8
methyl (2R,3S)-2-O-t-butyldimethylsilyl-3-O-formyl-2,3-dihydroxy-3-phenylpropionate

: 262844-04-2
(2R,3S)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-hydroxy-3-phenylpropanoic acid methyl ester

Guidance literature:: With potassium hydrogencarbonate; In methanol; at 0 ℃; for 1h;
DOI:10.1016/S0040-4020(99)01041-8

Reference yield: 74.0%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 220820-69-9
(2S,4R,5S)-4-O-t-butyldimethylsilyl-1,2-O-isopropylidene-1,2,4,5-tetrahydroxy-5-phenylpentan-3-one

: 262844-00-8
methyl (2R,3S)-2-O-t-butyldimethylsilyl-3-O-formyl-2,3-dihydroxy-3-phenylpropionate

: 262844-04-2
(2R,3S)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-hydroxy-3-phenylpropanoic acid methyl ester

Guidance literature:: (2S,4R,5S)-4-O-t-butyldimethylsilyl-1,2-O-isopropylidene-1,2,4,5-tetrahydroxy-5-phenylpentan-3-one; With periodic acid; In ethyl acetate; at 20 ℃; for 2h;

diazomethane; In diethyl ether;
DOI:10.1016/S0040-4020(99)01041-8

Reference yield:

: 100-52-7
benzaldehyde

: 150811-51-1
(Z)-2-(tert-Butyldimethylsiloxy)-1-methoxy-1-(trimethylsiloxy)ethene

: (2S,3R)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-hydroxy-3-phenylpropanoic acid methyl ester

: 262844-04-2
(2R,3S)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-hydroxy-3-phenylpropanoic acid methyl ester

Guidance literature:: With tetrachlorosilane; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -70 ℃; for 0.00833333h; Title compound not separated from byproducts.;
DOI:10.1021/jo8006539