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

Base Information

Chemical Name:(3S,4S,4'R)-1-(4-methoxyphenyl)-3-[4-(2-propenyloxy)phenylmethyl]-4-(1,4-dioxaspiro[4.5]dec-2-yl)azetidin-2-one
CAS No.:441786-66-9
Molecular Formula:C₂₈H₃₃NO₅
Molecular Weight:463.574
Hs Code.:

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

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

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

There total 6 articles about (3S,4S,4'R)-1-(4-methoxyphenyl)-3-[4-(2-propenyloxy)phenylmethyl]-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: 100.0%

: 106-95-6
allyl bromide

: 441786-65-8
(3S,4S,4'R)-1-(4-methoxyphenyl)-3-(4-hydroxyphenylmethyl)-4-(1,4-dioxaspiro[4.5]dec-2-yl)azetidin-2-one

: 441786-66-9
(3S,4S,4'R)-1-(4-methoxyphenyl)-3-[4-(2-propenyloxy)phenylmethyl]-4-(1,4-dioxaspiro[4.5]dec-2-yl)azetidin-2-one

Guidance literature:: With potassium carbonate; In acetonitrile; at 50 ℃; for 60h;
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

: 441786-66-9
(3S,4S,4'R)-1-(4-methoxyphenyl)-3-[4-(2-propenyloxy)phenylmethyl]-4-(1,4-dioxaspiro[4.5]dec-2-yl)azetidin-2-one

Guidance literature:: Multi-step reaction with 6 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

5.1: 98 percent / H₂ / 10 percent Pd/C / ethanol / 3 h / 20 °C

6.1: 100 percent / K₂CO₃ / acetonitrile / 60 h / 50 °C

With sodium hydroxide; n-butyllithium; hydrogen; phosphorus pentoxide; titanium tetrachloride; potassium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; dimethyl sulfoxide; acetonitrile; 4.2: Wittig reaction;
DOI:10.1016/S0968-0896(02)00017-2

Reference yield:

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

: 441786-66-9
(3S,4S,4'R)-1-(4-methoxyphenyl)-3-[4-(2-propenyloxy)phenylmethyl]-4-(1,4-dioxaspiro[4.5]dec-2-yl)azetidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 73 percent / tetrahydrofuran; hexane / 2 h / -20 °C

2.1: 98 percent / H₂ / 10 percent Pd/C / ethanol / 3 h / 20 °C

3.1: 100 percent / K₂CO₃ / acetonitrile / 60 h / 50 °C

With n-butyllithium; hydrogen; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; acetonitrile; 1.2: Wittig reaction;
DOI:10.1016/S0968-0896(02)00017-2