acetic acid (3S,4R,3a'R,5'R,6'S,6a'R)-5'-{1-(4-methoxyphenyl)-4-oxo-3-phenoxyazetidin-2-yl}-2',2'-dimethyl-tetrahydrofuro[2',3'-d][1',3']dioxol-6'-yl ester

Base Information

Chemical Name:acetic acid (3S,4R,3a'R,5'R,6'S,6a'R)-5'-{1-(4-methoxyphenyl)-4-oxo-3-phenoxyazetidin-2-yl}-2',2'-dimethyl-tetrahydrofuro[2',3'-d][1',3']dioxol-6'-yl ester
CAS No.:547769-47-1
Molecular Formula:C₂₅H₂₇NO₈
Molecular Weight:469.491
Hs Code.:

Synonyms:acetic acid (3S,4R,3a'R,5'R,6'S,6a'R)-5'-{1-(4-methoxyphenyl)-4-oxo-3-phenoxyazetidin-2-yl}-2',2'-dimethyl-tetrahydrofuro[2',3'-d][1',3']dioxol-6'-yl ester

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Chemical Property of acetic acid (3S,4R,3a'R,5'R,6'S,6a'R)-5'-{1-(4-methoxyphenyl)-4-oxo-3-phenoxyazetidin-2-yl}-2',2'-dimethyl-tetrahydrofuro[2',3'-d][1',3']dioxol-6'-yl ester

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Technology Process of acetic acid (3S,4R,3a'R,5'R,6'S,6a'R)-5'-{1-(4-methoxyphenyl)-4-oxo-3-phenoxyazetidin-2-yl}-2',2'-dimethyl-tetrahydrofuro[2',3'-d][1',3']dioxol-6'-yl ester

There total 5 articles about acetic acid (3S,4R,3a'R,5'R,6'S,6a'R)-5'-{1-(4-methoxyphenyl)-4-oxo-3-phenoxyazetidin-2-yl}-2',2'-dimethyl-tetrahydrofuro[2',3'-d][1',3']dioxol-6'-yl 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:

: 50-99-7
D-glucose

: 547769-47-1
acetic acid (3S,4R,3a'R,5'R,6'S,6a'R)-5'-{1-(4-methoxyphenyl)-4-oxo-3-phenoxyazetidin-2-yl}-2',2'-dimethyl-tetrahydrofuro[2',3'-d][1',3']dioxol-6'-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: ZnCl₂; H₃PO₄ / 30 h / 20 °C

2: 83 percent / Et₃N; DMAP / CH₂Cl₂ / 3 h / 20 °C

3: 100 percent / 70 percent aq. AcOH / 3 h / 70 °C

4: 99 percent / SiO₂-supported NaIO₄

5: MgSO₄ / CH₂Cl₂

6: 75 percent / Et₃N / CH₂Cl₂ / 15 h / 20 °C

With dmap; sodium periodate; phosphoric acid; magnesium sulfate; acetic acid; triethylamine; zinc(II) chloride; In dichloromethane; 6: Staudinger reaction;
DOI:10.1016/S0040-4020(03)00239-4

Reference yield:

: 24807-96-3
3-O-acetyl-1,2-O-isopropylidene-α-D-glucofuranose

: 547769-47-1
acetic acid (3S,4R,3a'R,5'R,6'S,6a'R)-5'-{1-(4-methoxyphenyl)-4-oxo-3-phenoxyazetidin-2-yl}-2',2'-dimethyl-tetrahydrofuro[2',3'-d][1',3']dioxol-6'-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / SiO₂-supported NaIO₄

2: MgSO₄ / CH₂Cl₂

3: 75 percent / Et₃N / CH₂Cl₂ / 15 h / 20 °C

With sodium periodate; magnesium sulfate; triethylamine; In dichloromethane; 3: Staudinger reaction;
DOI:10.1016/S0040-4020(03)00239-4

Reference yield:

: 16713-80-7
3-O-acetyl-1,2:5,6-Di-O-isopropylidene-α-D-glucofuranose

: 547769-47-1
acetic acid (3S,4R,3a'R,5'R,6'S,6a'R)-5'-{1-(4-methoxyphenyl)-4-oxo-3-phenoxyazetidin-2-yl}-2',2'-dimethyl-tetrahydrofuro[2',3'-d][1',3']dioxol-6'-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / 70 percent aq. AcOH / 3 h / 70 °C

2: 99 percent / SiO₂-supported NaIO₄

3: MgSO₄ / CH₂Cl₂

4: 75 percent / Et₃N / CH₂Cl₂ / 15 h / 20 °C

With sodium periodate; magnesium sulfate; acetic acid; triethylamine; In dichloromethane; 4: Staudinger reaction;
DOI:10.1016/S0040-4020(03)00239-4