(E)-(S)-4-[(3S,4R)-3-Methoxy-2-oxo-4-((E)-styryl)-azetidin-1-yl]-4-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-but-2-enoic acid methyl ester

Base Information

• Chemical Name: (E)-(S)-4-[(3S,4R)-3-Methoxy-2-oxo-4-((E)-styryl)-azetidin-1-yl]-4-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-but-2-enoic acid methyl ester
• CAS No.: 250694-93-0
• Molecular Formula: C₂₇H₃₅NO₈
• Molecular Weight: 501.577

Synonyms:(E)-(S)-4-[(3S,4R)-3-Methoxy-2-oxo-4-((E)-styryl)-azetidin-1-yl]-4-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-but-2-enoic acid methyl ester

Chemical Property of (E)-(S)-4-[(3S,4R)-3-Methoxy-2-oxo-4-((E)-styryl)-azetidin-1-yl]-4-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-but-2-enoic acid methyl ester

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Technology Process of (E)-(S)-4-[(3S,4R)-3-Methoxy-2-oxo-4-((E)-styryl)-azetidin-1-yl]-4-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-but-2-enoic acid methyl ester

There total 12 articles about (E)-(S)-4-[(3S,4R)-3-Methoxy-2-oxo-4-((E)-styryl)-azetidin-1-yl]-4-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-but-2-enoic acid methyl ester 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: 77.0%

(E)-(S)-4-[(3S,4R)-3-Methoxy-2-oxo-4-((2R,3R)-3-phenyl-oxiranyl)-azetidin-1-yl]-4-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-but-2-enoic acid methyl ester (502845-47-8) → (E)-(S)-4-[(3S,4R)-3-Methoxy-2-oxo-4-((E)-styryl)-azetidin-1-yl]-4-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-but-2-enoic acid methyl ester (250694-93-0)

Guidance literature:

With bis(cyclopentadienyl)titanium (III) chloride; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/jo026524u

Reference yield: 63.0%

methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) + (R)-[(3S,4R)-3-Methoxy-2-oxo-4-((E)-styryl)-azetidin-1-yl]-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-acetaldehyde (250694-91-8) → (E)-(S)-4-[(3S,4R)-3-Methoxy-2-oxo-4-((E)-styryl)-azetidin-1-yl]-4-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-but-2-enoic acid methyl ester (250694-93-0)

Guidance literature:

In tetrahydrofuran; at 20 ℃;

DOI:10.1055/s-1999-3167

Reference yield: 52.0%

(E)-(S)-4-[(3S,4R)-3-Methoxy-2-oxo-4-((2S,3S)-3-phenyl-oxiranyl)-azetidin-1-yl]-4-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-but-2-enoic acid methyl ester (502845-46-7) → (E)-(S)-4-[(3S,4R)-3-Methoxy-2-oxo-4-((E)-styryl)-azetidin-1-yl]-4-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-but-2-enoic acid methyl ester (250694-93-0) + [(2S,3R,4R,5R,6R,7S)-5-Hydroxy-7-methoxy-8-oxo-4-phenyl-2-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-1-aza-bicyclo[4.2.0]oct-3-yl]-acetic acid methyl ester

Guidance literature:

With bis(cyclopentadienyl)titanium (III) chloride; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/jo026524u

upstream raw materials:

methyl (triphenylphosphoranylidene)acetate

(R)-[(3S,4R)-3-Methoxy-2-oxo-4-((E)-styryl)-azetidin-1-yl]-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-acetaldehyde

(E)-(S)-4-[(3S,4R)-3-Methoxy-2-oxo-4-((2S,3S)-3-phenyl-oxiranyl)-azetidin-1-yl]-4-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-but-2-enoic acid methyl ester

(E)-(S)-4-[(3S,4R)-3-Methoxy-2-oxo-4-((2R,3R)-3-phenyl-oxiranyl)-azetidin-1-yl]-4-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-but-2-enoic acid methyl ester

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