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

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Chemical Name:(4S,4'R)-1-(4-methoxyphenyl)-3-[4-(phenylmethoxy)phenylmethylidene]-4-(1,4-dioxaspiro[4.5]dec-2-yl)azetidin-2-one
CAS No.:441786-64-7
Molecular Formula:C₃₂H₃₃NO₅
Molecular Weight:511.618
Hs Code.:

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

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

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

There total 4 articles about (4S,4'R)-1-(4-methoxyphenyl)-3-[4-(phenylmethoxy)phenylmethylidene]-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: 73.0%

: (4-benzyloxyphenyl)methyl triphenylphosphonium bromide

: 441786-63-6
(4R,4'R)-1-(4-methoxyphenyl)-4-(1,4-dioxaspiro[4.5]dec-2-yl)azetidine-2,3-dione

: 441786-64-7
(4S,4'R)-1-(4-methoxyphenyl)-3-[4-(phenylmethoxy)phenylmethylidene]-4-(1,4-dioxaspiro[4.5]dec-2-yl)azetidin-2-one

Guidance literature:: (4-benzyloxyphenyl)methyl triphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at -20 ℃; for 0.666667h;

(4R,4'R)-1-(4-methoxyphenyl)-4-(1,4-dioxaspiro[4.5]dec-2-yl)azetidine-2,3-dione; In tetrahydrofuran; hexane; at -20 ℃; for 2h;
DOI:10.1016/S0968-0896(02)00017-2

Reference yield:

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

: 441786-64-7
(4S,4'R)-1-(4-methoxyphenyl)-3-[4-(phenylmethoxy)phenylmethylidene]-4-(1,4-dioxaspiro[4.5]dec-2-yl)azetidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 65 percent / TiCl₄; Et₃N / CH₂Cl₂ / 6 h / -78 °C

2.1: 94 percent / aq. NaOH / methanol / 2 h

3.1: 85 percent / P₂O₅ / dimethylsulfoxide / 20 h / 20 °C

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

4.2: 73 percent / tetrahydrofuran; hexane / 2 h / -20 °C

With sodium hydroxide; n-butyllithium; phosphorus pentoxide; titanium tetrachloride; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; dimethyl sulfoxide; 4.2: Wittig reaction;
DOI:10.1016/S0968-0896(02)00017-2

Reference yield:

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

: 441786-64-7
(4S,4'R)-1-(4-methoxyphenyl)-3-[4-(phenylmethoxy)phenylmethylidene]-4-(1,4-dioxaspiro[4.5]dec-2-yl)azetidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 85 percent / P₂O₅ / dimethylsulfoxide / 20 h / 20 °C

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

2.2: 73 percent / tetrahydrofuran; hexane / 2 h / -20 °C

With n-butyllithium; phosphorus pentoxide; In tetrahydrofuran; hexane; dimethyl sulfoxide; 2.2: Wittig reaction;
DOI:10.1016/S0968-0896(02)00017-2