(3R,4R)-4-((4S,5S)-4,5-Bis-methoxymethyl-2-methyl-[1,3]dioxolan-2-yl)-1-(4-methoxy-phenyl)-3-methyl-azetidin-2-one

Base Information

• Chemical Name: (3R,4R)-4-((4S,5S)-4,5-Bis-methoxymethyl-2-methyl-[1,3]dioxolan-2-yl)-1-(4-methoxy-phenyl)-3-methyl-azetidin-2-one
• CAS No.: 148090-93-1
• Molecular Formula: C₁₉H₂₇NO₆
• Molecular Weight: 365.426

Synonyms:(3R,4R)-4-((4S,5S)-4,5-Bis-methoxymethyl-2-methyl-[1,3]dioxolan-2-yl)-1-(4-methoxy-phenyl)-3-methyl-azetidin-2-one

Chemical Property of (3R,4R)-4-((4S,5S)-4,5-Bis-methoxymethyl-2-methyl-[1,3]dioxolan-2-yl)-1-(4-methoxy-phenyl)-3-methyl-azetidin-2-one

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Technology Process of (3R,4R)-4-((4S,5S)-4,5-Bis-methoxymethyl-2-methyl-[1,3]dioxolan-2-yl)-1-(4-methoxy-phenyl)-3-methyl-azetidin-2-one

There total 2 articles about (3R,4R)-4-((4S,5S)-4,5-Bis-methoxymethyl-2-methyl-[1,3]dioxolan-2-yl)-1-(4-methoxy-phenyl)-3-methyl-azetidin-2-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:

(4S,5S)-4,5-Dimethoxymethyl-2-(N-p-methoxyphenyl)iminomethyl-2-methyl-1,3-dioxolane (139308-00-2) + t-butyl propanoate, lithium enolate (75787-92-7) → (3S,4S)-4-((4S,5S)-4,5-Bis-methoxymethyl-2-methyl-[1,3]dioxolan-2-yl)-1-(4-methoxy-phenyl)-3-methyl-azetidin-2-one + (3S,4R)-4-((4S,5S)-4,5-Bis-methoxymethyl-2-methyl-[1,3]dioxolan-2-yl)-1-(4-methoxy-phenyl)-3-methyl-azetidin-2-one (148091-04-7) + (3R,4R)-4-((4S,5S)-4,5-Bis-methoxymethyl-2-methyl-[1,3]dioxolan-2-yl)-1-(4-methoxy-phenyl)-3-methyl-azetidin-2-one (148090-93-1)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1016/S0040-4039(00)91781-7

Reference yield:

(4S,5S)-4,5-Dimethoxymethyl-2-(N-p-methoxyphenyl)iminomethyl-2-methyl-1,3-dioxolane (139308-00-2) + C7H13O2(1-)*Cl(1-)*Zn(2+) → (3R,4S)-4-<(4S,5S)-4,5-dimethoxymethyl-2-methyl-1,3-dioxolan-2-yl>-1-p-methoxyphenyl-3-methyl-2-azetidinone (148018-82-0) + (3S,4S)-4-((4S,5S)-4,5-Bis-methoxymethyl-2-methyl-[1,3]dioxolan-2-yl)-1-(4-methoxy-phenyl)-3-methyl-azetidin-2-one + (3S,4R)-4-((4S,5S)-4,5-Bis-methoxymethyl-2-methyl-[1,3]dioxolan-2-yl)-1-(4-methoxy-phenyl)-3-methyl-azetidin-2-one (148091-04-7) + (3R,4R)-4-((4S,5S)-4,5-Bis-methoxymethyl-2-methyl-[1,3]dioxolan-2-yl)-1-(4-methoxy-phenyl)-3-methyl-azetidin-2-one (148090-93-1)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1016/S0040-4039(00)91781-7

Reference yield: 98.0%

(3R,4R)-4-((4S,5S)-4,5-Bis-methoxymethyl-2-methyl-[1,3]dioxolan-2-yl)-1-(4-methoxy-phenyl)-3-methyl-azetidin-2-one (148090-93-1) → (3S,4R)-4-((4S,5S)-4,5-Bis-methoxymethyl-2-methyl-[1,3]dioxolan-2-yl)-1-(4-methoxy-phenyl)-3-methyl-azetidin-2-one (148091-04-7)

Guidance literature:

With potassium tert-butylate; In 1,2-dimethoxyethane; for 20h; Heating;

DOI:10.1016/S0040-4039(00)91781-7

upstream raw materials:

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

t-butyl propanoate, lithium enolate

Downstream raw materials:

(3S,4R)-4-((4S,5S)-4,5-Bis-methoxymethyl-2-methyl-[1,3]dioxolan-2-yl)-1-(4-methoxy-phenyl)-3-methyl-azetidin-2-one

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