(3R,4S)-4-<(4S,5S)-4,5-dimethoxymethyl-2-methyl-1,3-dioxolan-2-yl>-1-p-methoxyphenyl-3-methyl-2-azetidinone

Base Information

Chemical Name:(3R,4S)-4-<(4S,5S)-4,5-dimethoxymethyl-2-methyl-1,3-dioxolan-2-yl>-1-p-methoxyphenyl-3-methyl-2-azetidinone
CAS No.:148018-82-0
Molecular Formula:C₁₉H₂₇NO₆
Molecular Weight:365.426
Hs Code.:

Synonyms:(3R,4S)-4-<(4S,5S)-4,5-dimethoxymethyl-2-methyl-1,3-dioxolan-2-yl>-1-p-methoxyphenyl-3-methyl-2-azetidinone

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Chemical Property of (3R,4S)-4-<(4S,5S)-4,5-dimethoxymethyl-2-methyl-1,3-dioxolan-2-yl>-1-p-methoxyphenyl-3-methyl-2-azetidinone

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Technology Process of (3R,4S)-4-<(4S,5S)-4,5-dimethoxymethyl-2-methyl-1,3-dioxolan-2-yl>-1-p-methoxyphenyl-3-methyl-2-azetidinone

There total 9 articles about (3R,4S)-4-<(4S,5S)-4,5-dimethoxymethyl-2-methyl-1,3-dioxolan-2-yl>-1-p-methoxyphenyl-3-methyl-2-azetidinone 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: 79.0%

: (2R,3S)-3-((4S,5S)-4,5-Bis-methoxymethyl-2-methyl-[1,3]dioxolan-2-yl)-3-(4-methoxy-phenylamino)-2-methyl-propionic acid

: 148018-82-0
(3R,4S)-4-<(4S,5S)-4,5-dimethoxymethyl-2-methyl-1,3-dioxolan-2-yl>-1-p-methoxyphenyl-3-methyl-2-azetidinone

Guidance literature:: With 2-chloro-1-methyl-pyridinium iodide; In dichloromethane; at 0 ℃;
DOI:10.1016/S0040-4039(00)91781-7

Reference yield:

: 139308-00-2
(4S,5S)-4,5-Dimethoxymethyl-2-(N-p-methoxyphenyl)iminomethyl-2-methyl-1,3-dioxolane

: 148018-82-0
(3R,4S)-4-<(4S,5S)-4,5-dimethoxymethyl-2-methyl-1,3-dioxolan-2-yl>-1-p-methoxyphenyl-3-methyl-2-azetidinone

Guidance literature:: Multi-step reaction with 3 steps

1: 74 percent / LDA, HMPA, chlorotitanium triisopropoxide / tetrahydrofuran / 1) -78 deg C, 2) RT

2: 60 percent / trifluoroacetic acid / CH₂Cl₂ / Ambient temperature

3: 79 percent / 1-methyl-2-chloropyridinium iodide / CH₂Cl₂ / 0 °C

With triisopropoxytitanium(IV) chloride; N,N,N,N,N,N-hexamethylphosphoric triamide; 2-chloro-1-methyl-pyridinium iodide; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(00)91781-7

Reference yield:

: (2R,3S)-3-((4S,5S)-4,5-Bis-methoxymethyl-2-methyl-[1,3]dioxolan-2-yl)-3-(4-methoxy-phenylamino)-2-methyl-propionic acid tert-butyl ester

: 148018-82-0
(3R,4S)-4-<(4S,5S)-4,5-dimethoxymethyl-2-methyl-1,3-dioxolan-2-yl>-1-p-methoxyphenyl-3-methyl-2-azetidinone

Guidance literature:: Multi-step reaction with 2 steps

1: 60 percent / trifluoroacetic acid / CH₂Cl₂ / Ambient temperature

2: 79 percent / 1-methyl-2-chloropyridinium iodide / CH₂Cl₂ / 0 °C

With 2-chloro-1-methyl-pyridinium iodide; trifluoroacetic acid; In dichloromethane;
DOI:10.1016/S0040-4039(00)91781-7