(E)-(S)-4-((4R,5R)-2,2-Dimethyl-5-phenyl-[1,3]dioxolan-4-yl)-pent-2-enoic acid methyl ester

Base Information

Chemical Name:(E)-(S)-4-((4R,5R)-2,2-Dimethyl-5-phenyl-[1,3]dioxolan-4-yl)-pent-2-enoic acid methyl ester
CAS No.:162472-60-8
Molecular Formula:C₁₇H₂₂O₄
Molecular Weight:290.359
Hs Code.:

Synonyms:(E)-(S)-4-((4R,5R)-2,2-Dimethyl-5-phenyl-[1,3]dioxolan-4-yl)-pent-2-enoic acid methyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-(S)-4-((4R,5R)-2,2-Dimethyl-5-phenyl-[1,3]dioxolan-4-yl)-pent-2-enoic acid methyl ester

Chemical Property:

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Technology Process of (E)-(S)-4-((4R,5R)-2,2-Dimethyl-5-phenyl-[1,3]dioxolan-4-yl)-pent-2-enoic acid methyl ester

There total 1 articles about (E)-(S)-4-((4R,5R)-2,2-Dimethyl-5-phenyl-[1,3]dioxolan-4-yl)-pent-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:

: 5927-18-4
trimethyl phosphonoacetate

: 917-54-4
methyllithium

: 162600-35-3
(E)-(R)-4-((4R,5R)-2,2-Dimethyl-5-phenyl-[1,3]dioxolan-4-yl)-pent-2-enoic acid methyl ester

: 162472-60-8
(E)-(S)-4-((4R,5R)-2,2-Dimethyl-5-phenyl-[1,3]dioxolan-4-yl)-pent-2-enoic acid methyl ester

Guidance literature:: With sodium hydroxide; dimethylsulfide borane complex; dihydrogen peroxide; sodium hydride; Dess-Martin periodane; Yield given. Multistep reaction. Yields of byproduct given;
DOI:10.1248/cpb.42.2196

Reference yield: 99.0%

: 162472-60-8
(E)-(S)-4-((4R,5R)-2,2-Dimethyl-5-phenyl-[1,3]dioxolan-4-yl)-pent-2-enoic acid methyl ester

: 162472-61-9
(E)-(S)-4-((4R,5R)-2,2-Dimethyl-5-phenyl-[1,3]dioxolan-4-yl)-pent-2-en-1-ol

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran;
DOI:10.1248/cpb.42.2196

Reference yield:

: 162472-60-8
(E)-(S)-4-((4R,5R)-2,2-Dimethyl-5-phenyl-[1,3]dioxolan-4-yl)-pent-2-enoic acid methyl ester

: (2S,3R,4R,5S)-5-(2-Hydroxy-ethyl)-4-methyl-2-phenyl-tetrahydro-furan-3-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / DIBAL / tetrahydrofuran

2: 1.) D-DET, Ti(OPr)4, TBHP, 2.) NaAlH₂(OCH₂CH₂OMe)2, 3.) NaIO₄

3: pyridine, DMAP

4: 80percent AcOH

5: 1.) CH(OCH₃)3, PPTS, 2.) AcBr, 3.) methanolic K₂CO₃

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; sodium periodate; Acetyl bromide; diethyl (2S,3S)-tartrate; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; potassium carbonate; acetic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; trimethyl orthoformate; In tetrahydrofuran;
DOI:10.1248/cpb.42.2196