(βR,4R)-β-(2-cyanoethyl)-γ,2-dioxo-4-(phenylmethyl)-3-oxazolidinebutanoic acid methyl ester

Base Information

Chemical Name:(βR,4R)-β-(2-cyanoethyl)-γ,2-dioxo-4-(phenylmethyl)-3-oxazolidinebutanoic acid methyl ester
CAS No.:146093-86-9
Molecular Formula:C₁₈H₂₀N₂O₅
Molecular Weight:344.367
Hs Code.:

Synonyms:(βR,4R)-β-(2-cyanoethyl)-γ,2-dioxo-4-(phenylmethyl)-3-oxazolidinebutanoic acid methyl ester

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Chemical Property of (βR,4R)-β-(2-cyanoethyl)-γ,2-dioxo-4-(phenylmethyl)-3-oxazolidinebutanoic acid methyl ester

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Technology Process of (βR,4R)-β-(2-cyanoethyl)-γ,2-dioxo-4-(phenylmethyl)-3-oxazolidinebutanoic acid methyl ester

There total 3 articles about (βR,4R)-β-(2-cyanoethyl)-γ,2-dioxo-4-(phenylmethyl)-3-oxazolidinebutanoic 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: 60.0%

: 107-13-1,25014-41-9
acrylonitrile

: 146093-85-8
(4R)-γ,2-dioxo-4-(phenylmethyl)-3-oxazolidinebutanoic acid methyl ester

: 146093-86-9
(βR,4R)-β-(2-cyanoethyl)-γ,2-dioxo-4-(phenylmethyl)-3-oxazolidinebutanoic acid methyl ester

Guidance literature:: (4R)-γ,2-dioxo-4-(phenylmethyl)-3-oxazolidinebutanoic acid methyl ester; With titanium(IV) isopropylate; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 1h;

acrylonitrile; In dichloromethane; at 4 ℃; for 18h;
DOI:10.1016/S0957-4166(02)00229-X

Reference yield:

: 40217-17-2,90719-32-7,120574-96-1,102029-44-7
(R)-4-(phenylmethyl)-2-oxazolidinone

: 146093-86-9
(βR,4R)-β-(2-cyanoethyl)-γ,2-dioxo-4-(phenylmethyl)-3-oxazolidinebutanoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 96 percent / 1,10-phenanthroline; n-BuLi / tetrahydrofuran; hexane / 17 h / -78 °C

2.1: TiCl₄; Ti(Oi-Pr)4; iPr₂NEt / CH₂Cl₂ / 1 h / 0 °C

2.2: 60 percent / CH₂Cl₂ / 18 h / 4 °C

With titanium(IV) isopropylate; n-butyllithium; 1,10-Phenanthroline; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; 2.2: Michael addition;
DOI:10.1016/S0957-4166(02)00229-X

Reference yield:

: 1490-25-1
succinic acid monomethylester chloride

: 146093-86-9
(βR,4R)-β-(2-cyanoethyl)-γ,2-dioxo-4-(phenylmethyl)-3-oxazolidinebutanoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 96 percent / 1,10-phenanthroline; n-BuLi / tetrahydrofuran; hexane / 17 h / -78 °C

2.1: TiCl₄; Ti(Oi-Pr)4; iPr₂NEt / CH₂Cl₂ / 1 h / 0 °C

2.2: 60 percent / CH₂Cl₂ / 18 h / 4 °C

With titanium(IV) isopropylate; n-butyllithium; 1,10-Phenanthroline; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; 2.2: Michael addition;
DOI:10.1016/S0957-4166(02)00229-X