trans-(3R,4S)-1-(4-methoxyphenyl)-3-amino-4-<(1'S)-1',2'-O-isopropylideneethyl>-2-azetidinone

Base Information

Chemical Name:trans-(3R,4S)-1-(4-methoxyphenyl)-3-amino-4-<(1'S)-1',2'-O-isopropylideneethyl>-2-azetidinone
CAS No.:141040-22-4
Molecular Formula:C₁₅H₂₀N₂O₄
Molecular Weight:292.335
Hs Code.:

Synonyms:trans-(3R,4S)-1-(4-methoxyphenyl)-3-amino-4-<(1'S)-1',2'-O-isopropylideneethyl>-2-azetidinone

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Chemical Property of trans-(3R,4S)-1-(4-methoxyphenyl)-3-amino-4-<(1'S)-1',2'-O-isopropylideneethyl>-2-azetidinone

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Technology Process of trans-(3R,4S)-1-(4-methoxyphenyl)-3-amino-4-<(1'S)-1',2'-O-isopropylideneethyl>-2-azetidinone

There total 8 articles about trans-(3R,4S)-1-(4-methoxyphenyl)-3-amino-4-<(1'S)-1',2'-O-isopropylideneethyl>-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: 95.0%

: 301533-10-8
(3S,4R)-trans-1-(p-anisyl)-3-azido-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>azetidin-2-one

: 115828-85-8,115936-48-6,141040-22-4
(3S,4R)-3-Amino-4-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-(4-methoxy-phenyl)-azetidin-2-one

Guidance literature:: With hydrogen sulfide; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1021/jo00253a013

Reference yield: 91.0%

: 133693-70-6
trans-(3R,4S)-1-(4-methoxyphenyl)-3-(2,2,5,5-tetramethyl-1-aza-2,5-disilacyclopentyl)-4-<(1'S)-1',2'-O-isopropylideneethyl>-2-azetidinone

: 141040-22-4
trans-(3R,4S)-1-(4-methoxyphenyl)-3-amino-4-<(1'S)-1',2'-O-isopropylideneethyl>-2-azetidinone

Guidance literature:: With ammonium chloride; In tetrahydrofuran; water; for 48h; Ambient temperature;
DOI:10.1021/jo00040a034

Reference yield:

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

: 115828-85-8,115936-48-6,141040-22-4
(3S,4R)-3-Amino-4-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-(4-methoxy-phenyl)-azetidin-2-one

Guidance literature:: Multi-step reaction with 5 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: 91 percent / lithium azide / dimethylformamide / 48 h / 80 °C

5: 95 percent / H₂S / CH₂Cl₂ / 0.5 h / 0 °C

With dmap; lithium azide; hydrogen sulfide; hydrogen; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00253a013