(2S,5S,1'S)-2-(tert-butyl)-5-phenyl-5-[1'-hydroxy-1'-(4-methoxyphenyl)methyl]-1,3-dioxolan-4-one

Base Information

Chemical Name:(2S,5S,1'S)-2-(tert-butyl)-5-phenyl-5-[1'-hydroxy-1'-(4-methoxyphenyl)methyl]-1,3-dioxolan-4-one
CAS No.:1269630-04-7
Molecular Formula:C₂₁H₂₄O₅
Molecular Weight:356.419
Hs Code.:

Synonyms:(2S,5S,1'S)-2-(tert-butyl)-5-phenyl-5-[1'-hydroxy-1'-(4-methoxyphenyl)methyl]-1,3-dioxolan-4-one

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Chemical Property of (2S,5S,1'S)-2-(tert-butyl)-5-phenyl-5-[1'-hydroxy-1'-(4-methoxyphenyl)methyl]-1,3-dioxolan-4-one

Chemical Property:

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Technology Process of (2S,5S,1'S)-2-(tert-butyl)-5-phenyl-5-[1'-hydroxy-1'-(4-methoxyphenyl)methyl]-1,3-dioxolan-4-one

There total 1 articles about (2S,5S,1'S)-2-(tert-butyl)-5-phenyl-5-[1'-hydroxy-1'-(4-methoxyphenyl)methyl]-1,3-dioxolan-4-one 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:

: 81036-97-7
(2S,5S)-2-tert-butyl-5-phenyl-1,3-dioxolan-4-one

: 123-11-5
4-methoxy-benzaldehyde

: 1269630-04-7
(2S,5S,1'S)-2-(tert-butyl)-5-phenyl-5-[1'-hydroxy-1'-(4-methoxyphenyl)methyl]-1,3-dioxolan-4-one

: C₂₁H₂₄O₅

: 1269630-03-6
(2S,5R,1'S)-2-(tert-butyl)-5-phenyl-5-[1'-hydroxy-1'-(4-methoxyphenyl)methyl]-1,3-dioxolan-4-one

Guidance literature:: (2S,5S)-2-tert-butyl-5-phenyl-1,3-dioxolan-4-one; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.75h; Inert atmosphere;

4-methoxy-benzaldehyde; In tetrahydrofuran; at -78 ℃; for 1h; diastereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2010.12.012

Reference yield: 90.0%

: 3970-21-6
2-Methoxyethoxymethyl chloride

: 1269630-04-7
(2S,5S,1'S)-2-(tert-butyl)-5-phenyl-5-[1'-hydroxy-1'-(4-methoxyphenyl)methyl]-1,3-dioxolan-4-one

: 1269630-11-6
(2S,5S,1'S)-2-(tert-butyl)-5-phenyl-5-[1'-(4-methoxyphenyl)-1'-(2-ethoxyethoxymethoxy)methyl]-1,3-dioxolan-4-one

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In acetonitrile; Reflux; Inert atmosphere;
DOI:10.1016/j.tet.2010.12.012

Reference yield:

: 1269630-04-7
(2S,5S,1'S)-2-(tert-butyl)-5-phenyl-5-[1'-hydroxy-1'-(4-methoxyphenyl)methyl]-1,3-dioxolan-4-one

: 111681-84-6
(R)-(-)-2-hydroxy-2-(4-methoxyphenyl)-1-phenylethanone

: S-(+)-1-phenyl-2-(4-methoxyphenyl)-2-hydroxyethanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-ethyl-N,N-diisopropylamine / acetonitrile / Reflux; Inert atmosphere

2.1: water; potassium hydroxide / ethanol / 20 °C

2.2: Cooling with ice

3.1: Co(III)Me₂opba; oxygen; pivalaldehyde / acetonitrile / 20 °C

4.1: titanium tetrachloride / dichloromethane / 0.08 h / -20 °C / Inert atmosphere

4.2: 0 °C / pH 7

With Co(III)Me₂opba; water; oxygen; titanium tetrachloride; pivalaldehyde; N-ethyl-N,N-diisopropylamine; potassium hydroxide; In ethanol; dichloromethane; acetonitrile;
DOI:10.1016/j.tet.2010.12.012