(3R,4R)-1-(4-Methoxy-phenyl)-4-(2-methyl-[1,3]dioxolan-2-ylmethoxy)-3-phenoxy-azetidin-2-one

Base Information

• Chemical Name: (3R,4R)-1-(4-Methoxy-phenyl)-4-(2-methyl-[1,3]dioxolan-2-ylmethoxy)-3-phenoxy-azetidin-2-one
• CAS No.: 106575-61-5
• Molecular Formula: C₂₁H₂₃NO₆
• Molecular Weight: 385.417

Synonyms:(3R,4R)-1-(4-Methoxy-phenyl)-4-(2-methyl-[1,3]dioxolan-2-ylmethoxy)-3-phenoxy-azetidin-2-one

Chemical Property of (3R,4R)-1-(4-Methoxy-phenyl)-4-(2-methyl-[1,3]dioxolan-2-ylmethoxy)-3-phenoxy-azetidin-2-one

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Technology Process of (3R,4R)-1-(4-Methoxy-phenyl)-4-(2-methyl-[1,3]dioxolan-2-ylmethoxy)-3-phenoxy-azetidin-2-one

There total 2 articles about (3R,4R)-1-(4-Methoxy-phenyl)-4-(2-methyl-[1,3]dioxolan-2-ylmethoxy)-3-phenoxy-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: 92.0%

2,2-Ethanediyldioxypropyl N-(4-methoxyphenyl)-formamidate (106575-60-4) + Phenoxyacetyl chloride (701-99-5) → (3R,4R)-1-(4-Methoxy-phenyl)-4-(2-methyl-[1,3]dioxolan-2-ylmethoxy)-3-phenoxy-azetidin-2-one (106575-61-5)

Guidance literature:

With triethylamine; In dichloromethane; for 3h; Ambient temperature;

DOI:10.1055/s-1986-31641

Reference yield:

Ethyl N-(4-methoxyphenyl)-formimidate (26419-17-0) → (3R,4R)-1-(4-Methoxy-phenyl)-4-(2-methyl-[1,3]dioxolan-2-ylmethoxy)-3-phenoxy-azetidin-2-one (106575-61-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 31 percent / Na / 5 h / 120 °C

2: 92 percent / triethylamine / CH₂Cl₂ / 3 h / Ambient temperature

With sodium; triethylamine; In dichloromethane;

DOI:10.1055/s-1986-31641

Reference yield: 90.0%

(3R,4R)-1-(4-Methoxy-phenyl)-4-(2-methyl-[1,3]dioxolan-2-ylmethoxy)-3-phenoxy-azetidin-2-one (106575-61-5) → (3R,4R)-1-(4-Methoxy-phenyl)-4-(2-oxo-propoxy)-3-phenoxy-azetidin-2-one (106575-64-8)

Guidance literature:

With trifluoroacetic acid; for 3h; Ambient temperature;

DOI:10.1055/s-1986-31641

upstream raw materials:

2,2-Ethanediyldioxypropyl N-(4-methoxyphenyl)-formamidate

Phenoxyacetyl chloride

Ethyl N-(4-methoxyphenyl)-formimidate

Downstream raw materials:

(3S,4S)-4-(2-Methyl-[1,3]dioxolan-2-ylmethoxy)-3-phenoxy-azetidin-2-one

(3R,4R)-1-(4-Methoxy-phenyl)-4-(2-oxo-propoxy)-3-phenoxy-azetidin-2-one

(3S,4S)-4-(2-Oxo-propoxy)-3-phenoxy-azetidin-2-one

[(3S,4S)-2-Oxo-4-(2-oxo-propoxy)-3-phenoxy-azetidin-1-yl]-acetic acid ethyl ester

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