(3S,4S)-trans-1-(p-anisyl)-3-acetoxy-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>azetidin-2-one

Base Information

Chemical Name:(3S,4S)-trans-1-(p-anisyl)-3-acetoxy-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>azetidin-2-one
CAS No.:277330-95-7
Molecular Formula:C₁₇H₂₁NO₆
Molecular Weight:335.357
Hs Code.:

Synonyms:(3S,4S)-trans-1-(p-anisyl)-3-acetoxy-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>azetidin-2-one

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Chemical Property of (3S,4S)-trans-1-(p-anisyl)-3-acetoxy-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>azetidin-2-one

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Technology Process of (3S,4S)-trans-1-(p-anisyl)-3-acetoxy-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>azetidin-2-one

There total 5 articles about (3S,4S)-trans-1-(p-anisyl)-3-acetoxy-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>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: 69.0%

: 127-09-3
sodium acetate

: 115828-88-1
(3R,4S)-cis-1-(p-anisyl)-3-(mesyloxy)-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>azetidin-2-one

: 277330-95-7
(3S,4S)-trans-1-(p-anisyl)-3-acetoxy-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>azetidin-2-one

Guidance literature:: In dimethyl sulfoxide; at 100 ℃; for 50h;
DOI:10.1021/jo00253a013

Reference yield:

: 103239-04-9
N-(p-anisyl)-4-<(S)-2',2'-dimethyl-1',3'-dioxolan-4'-yl>-methylene-imine

: 277330-95-7
(3S,4S)-trans-1-(p-anisyl)-3-acetoxy-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>azetidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / CH₂Cl₂ / Ambient temperature

2: 100 percent / H₂ / 10percent Pd/C / ethanol / 8 h / 2327.2 Torr / Ambient temperature

3: 95 percent / triethylamine, 4-(dimethylamino)pyridine / CH₂Cl₂ / Ambient temperature

4: 69 percent / dimethylsulfoxide / 50 h / 100 °C

With dmap; hydrogen; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jo00253a013

Reference yield:

: 115857-84-6
(3R,4S)-3-(Benzyloxy)-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>-1-(4-methoxyphenyl)azetidin-2-one

: 277330-95-7
(3S,4S)-trans-1-(p-anisyl)-3-acetoxy-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>azetidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / H₂ / 10percent Pd/C / ethanol / 8 h / 2327.2 Torr / Ambient temperature

2: 95 percent / triethylamine, 4-(dimethylamino)pyridine / CH₂Cl₂ / Ambient temperature

3: 69 percent / dimethylsulfoxide / 50 h / 100 °C

With dmap; hydrogen; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jo00253a013