(3S,4R,4'R)-1-(4-methoxyphenyl)-3-acetoxy-4-(1,4-dioxaspiro[4.5]dec-2-yl)azetidin-2-one

Base Information

Chemical Name:(3S,4R,4'R)-1-(4-methoxyphenyl)-3-acetoxy-4-(1,4-dioxaspiro[4.5]dec-2-yl)azetidin-2-one
CAS No.:441786-61-4
Molecular Formula:C₂₀H₂₅NO₆
Molecular Weight:375.422
Hs Code.:

Synonyms:(3S,4R,4'R)-1-(4-methoxyphenyl)-3-acetoxy-4-(1,4-dioxaspiro[4.5]dec-2-yl)azetidin-2-one

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Chemical Property of (3S,4R,4'R)-1-(4-methoxyphenyl)-3-acetoxy-4-(1,4-dioxaspiro[4.5]dec-2-yl)azetidin-2-one

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Technology Process of (3S,4R,4'R)-1-(4-methoxyphenyl)-3-acetoxy-4-(1,4-dioxaspiro[4.5]dec-2-yl)azetidin-2-one

There total 1 articles about (3S,4R,4'R)-1-(4-methoxyphenyl)-3-acetoxy-4-(1,4-dioxaspiro[4.5]dec-2-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: 65.0%

: 141685-06-5
S-2-pyridyl acetoxythioacetate

: [(R)-1-(1,4-Dioxa-spiro[4.5]dec-2-yl)-meth-(E)-ylidene]-(4-methoxy-phenyl)-amine

: 441786-61-4
(3S,4R,4'R)-1-(4-methoxyphenyl)-3-acetoxy-4-(1,4-dioxaspiro[4.5]dec-2-yl)azetidin-2-one

Guidance literature:: With titanium tetrachloride; triethylamine; In dichloromethane; at -78 ℃; for 6h;
DOI:10.1016/S0968-0896(02)00017-2

Reference yield: 94.0%

: 441786-61-4
(3S,4R,4'R)-1-(4-methoxyphenyl)-3-acetoxy-4-(1,4-dioxaspiro[4.5]dec-2-yl)azetidin-2-one

: 441786-62-5
(3S,4R,4'R)-1-(4-methoxyphenyl)-3-hydroxy-4-(1,4-dioxaspiro[4.5]dec-2-yl)azetidin-2-one

Guidance literature:: With sodium hydroxide; In methanol; for 2h;
DOI:10.1016/S0968-0896(02)00017-2

Reference yield:

: 441786-61-4
(3S,4R,4'R)-1-(4-methoxyphenyl)-3-acetoxy-4-(1,4-dioxaspiro[4.5]dec-2-yl)azetidin-2-one

: 441786-68-1
(3S,4S)-1-(4-methoxyphenyl)-3-[4-(2-propenyloxy)phenylmethyl]-4-benzyloxycarbonylazetidin-2-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: 94 percent / aq. NaOH / methanol / 2 h

2.1: 85 percent / P₂O₅ / dimethylsulfoxide / 20 h / 20 °C

3.1: BuLi / tetrahydrofuran; hexane / 0.67 h / -20 °C

3.2: 73 percent / tetrahydrofuran; hexane / 2 h / -20 °C

4.1: 98 percent / H₂ / 10 percent Pd/C / ethanol / 3 h / 20 °C

5.1: 100 percent / K₂CO₃ / acetonitrile / 60 h / 50 °C

6.1: TFA / H₂O / 0 - 20 °C

7.1: 0.033 g / NaIO₄ / ethyl acetate; H₂O / 2 h / 0 °C

8.1: CrO₃; conc. H₂SO₄ / H₂O; acetone / 0.25 h / 20 °C

9.1: 0.031 g / K₂CO₃ / acetone / 2.5 h / 20 °C

With chromium(VI) oxide; sodium hydroxide; sodium periodate; n-butyllithium; sulfuric acid; hydrogen; phosphorus pentoxide; potassium carbonate; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; hexane; water; dimethyl sulfoxide; ethyl acetate; acetone; acetonitrile; 3.2: Wittig reaction;
DOI:10.1016/S0968-0896(02)00017-2