(E)-3-[2-((2S,3S)-3-Hydroxymethyl-oxiranyl)-phenyl]-acrylic acid methyl ester

Base Information

Chemical Name:(E)-3-[2-((2S,3S)-3-Hydroxymethyl-oxiranyl)-phenyl]-acrylic acid methyl ester
CAS No.:301686-12-4
Molecular Formula:C₁₃H₁₄O₄
Molecular Weight:234.252
Hs Code.:

Synonyms:(E)-3-[2-((2S,3S)-3-Hydroxymethyl-oxiranyl)-phenyl]-acrylic acid methyl ester

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Chemical Property of (E)-3-[2-((2S,3S)-3-Hydroxymethyl-oxiranyl)-phenyl]-acrylic acid methyl ester

Chemical Property:

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Technology Process of (E)-3-[2-((2S,3S)-3-Hydroxymethyl-oxiranyl)-phenyl]-acrylic acid methyl ester

There total 3 articles about (E)-3-[2-((2S,3S)-3-Hydroxymethyl-oxiranyl)-phenyl]-acrylic 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:

: 301686-08-8
(E)-3-[2-((E)-3-Hydroxy-propenyl)-phenyl]-acrylic acid methyl ester

: 301686-12-4
(E)-3-[2-((2S,3S)-3-Hydroxymethyl-oxiranyl)-phenyl]-acrylic acid methyl ester

Guidance literature:: With tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; 4 Angstroem MS; titanium(IV) isopropylate; In 2,2,4-trimethylpentane; dichloromethane;
DOI:10.1016/S0040-4039(00)01047-9

Reference yield:

: 115984-41-3,61198-30-9,115984-39-9
(E)-3-[2-{(E)-2-methoxycarbonylvinyl}phenyl]acrylic acid methyl ester

: 301686-12-4
(E)-3-[2-((2S,3S)-3-Hydroxymethyl-oxiranyl)-phenyl]-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / diisobutylaluminum hydride (DIBALH) / toluene; CH₂Cl₂ / -78 °C

2: L-(+)-DIPT; t-BuO₂H; 4 Angstroem MS / Ti(OiPr)4 / CH₂Cl₂; 2,2,4-trimethyl-pentane

With tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; 4 Angstroem MS; diisobutylaluminium hydride; titanium(IV) isopropylate; In 2,2,4-trimethylpentane; dichloromethane; toluene; 1: Reduction / 2: Sharpless-Katsuki asymmetric epoxidation;
DOI:10.1016/S0040-4039(00)01047-9

Reference yield:

: 583-53-9
2,3-dibromobenzene

: 301686-12-4
(E)-3-[2-((2S,3S)-3-Hydroxymethyl-oxiranyl)-phenyl]-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / n-Bu₄NCl; LiCl; K₂CO₃ / Pd(OAc)2 / dimethylformamide / 12 h / 100 °C

2: 80 percent / diisobutylaluminum hydride (DIBALH) / toluene; CH₂Cl₂ / -78 °C

3: L-(+)-DIPT; t-BuO₂H; 4 Angstroem MS / Ti(OiPr)4 / CH₂Cl₂; 2,2,4-trimethyl-pentane

With tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; 4 Angstroem MS; tetrabutyl-ammonium chloride; diisobutylaluminium hydride; potassium carbonate; lithium chloride; titanium(IV) isopropylate; palladium diacetate; In 2,2,4-trimethylpentane; dichloromethane; N,N-dimethyl-formamide; toluene; 1: Heck reaction / 2: Reduction / 3: Sharpless-Katsuki asymmetric epoxidation;
DOI:10.1016/S0040-4039(00)01047-9