2,4-Bis-methoxymethoxy-6-((E)-2-oxo-hexa-3,5-dienyl)-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester

Base Information

Chemical Name:2,4-Bis-methoxymethoxy-6-((E)-2-oxo-hexa-3,5-dienyl)-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester
CAS No.:867367-85-9
Molecular Formula:C₂₄H₃₀O₈
Molecular Weight:446.497
Hs Code.:

Synonyms:2,4-Bis-methoxymethoxy-6-((E)-2-oxo-hexa-3,5-dienyl)-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester

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Chemical Property of 2,4-Bis-methoxymethoxy-6-((E)-2-oxo-hexa-3,5-dienyl)-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester

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Technology Process of 2,4-Bis-methoxymethoxy-6-((E)-2-oxo-hexa-3,5-dienyl)-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester

There total 22 articles about 2,4-Bis-methoxymethoxy-6-((E)-2-oxo-hexa-3,5-dienyl)-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl 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: 92.0%

: 867367-84-8
2,4-Bis-methoxymethoxy-6-(2-oxo-3-phenylsulfanyl-hex-5-enyl)-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester

: 867367-85-9
2,4-Bis-methoxymethoxy-6-((E)-2-oxo-hexa-3,5-dienyl)-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester

Guidance literature:: 2,4-Bis-methoxymethoxy-6-(2-oxo-3-phenylsulfanyl-hex-5-enyl)-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester; With 1,1,1,3',3',3'-hexafluoro-propanol; dihydrogen peroxide; at 23 ℃; for 3h;

In toluene; at 80 ℃; for 1h;
DOI:10.1002/anie.200454108

Reference yield:

: 480-64-8
orsellinic acid

: 867367-85-9
2,4-Bis-methoxymethoxy-6-((E)-2-oxo-hexa-3,5-dienyl)-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 84 percent / tris(3-chlorophenyl)phosphine; DIAD / toluene / 3 h / 23 °C

2.1: 91 percent / iPr₂NEt; tetrabutylammonium iodide / dimethylformamide / 4 h / 80 °C

3.1: LDA / tetrahydrofuran / 0.08 h / -78 °C

3.2: 81 percent / tetrahydrofuran / 0.08 h / -78 °C

4.1: aq. H₂O₂ / various solvent(s) / 3 h / 23 °C

5.1: 249 mg / toluene / 1 h / 80 °C

With di-isopropyl azodicarboxylate; tri(m-chlorophenyl)-phosphine; dihydrogen peroxide; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; 1.1: Mitsunobu esterification;
DOI:10.1002/chem.200500160

Reference yield:

: 754201-16-6
N-methoxy-N-methyl-2-(phenylthio)pent-4-enamide

: 867367-85-9
2,4-Bis-methoxymethoxy-6-((E)-2-oxo-hexa-3,5-dienyl)-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: LDA / tetrahydrofuran / 0.08 h / -78 °C

1.2: 81 percent / tetrahydrofuran / 0.08 h / -78 °C

2.1: aq. H₂O₂ / various solvent(s) / 3 h / 23 °C

3.1: 249 mg / toluene / 1 h / 80 °C

With dihydrogen peroxide; lithium diisopropyl amide; In tetrahydrofuran; toluene;
DOI:10.1002/chem.200500160