2,4-Dihydroxy-6-methyl-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester

Base Information

Chemical Name:2,4-Dihydroxy-6-methyl-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester
CAS No.:867367-94-0
Molecular Formula:C₁₅H₁₈O₅
Molecular Weight:278.305
Hs Code.:

Synonyms:2,4-Dihydroxy-6-methyl-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester

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Chemical Property of 2,4-Dihydroxy-6-methyl-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester

Chemical Property:

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MSDS Files:: SDS file from LookChem

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Technology Process of 2,4-Dihydroxy-6-methyl-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester

There total 10 articles about 2,4-Dihydroxy-6-methyl-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: 84.0%

: 480-64-8
orsellinic acid

: 378749-88-3
(3R,4R,6S)-6-(hydroxy)-3,4-(oxiranyl)hept-1-ene

: 867367-94-0
2,4-Dihydroxy-6-methyl-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester

Guidance literature:: With di-isopropyl azodicarboxylate; tri(m-chlorophenyl)-phosphine; In toluene; at 23 ℃; for 3h;
DOI:10.1002/anie.200454108

Reference yield:

: 754201-18-8
(3S,4R,6S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-phenylsulfanyl-hept-1-en-4-ol

: 867367-94-0
2,4-Dihydroxy-6-methyl-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: Me₃OBF₄ / CH₂Cl₂ / 0 - 23 °C

1.2: 80 percent / DBU / CH₂Cl₂ / 4 h / 0 °C

2.1: 98 percent / nBu₄NF / tetrahydrofuran / 6 h / 23 °C

3.1: 84 percent / tris(3-chlorophenyl)phosphine; DIAD / toluene / 3 h / 23 °C

With di-isopropyl azodicarboxylate; tri(m-chlorophenyl)-phosphine; tetrabutyl ammonium fluoride; trimethoxonium tetrafluoroborate; In tetrahydrofuran; dichloromethane; toluene; 3.1: Mitsunobu esterification;
DOI:10.1002/chem.200500160

Reference yield:

: 378750-02-8
(3R,4R,6S)-6-(tert-butyldiphenylsilyl)-3,4-(oxiranyl)hept-1-ene

: 867367-94-0
2,4-Dihydroxy-6-methyl-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / nBu₄NF / tetrahydrofuran / 6 h / 23 °C

2: 84 percent / tris(3-chlorophenyl)phosphine; DIAD / toluene / 3 h / 23 °C

With di-isopropyl azodicarboxylate; tri(m-chlorophenyl)-phosphine; tetrabutyl ammonium fluoride; In tetrahydrofuran; toluene; 2: Mitsunobu esterification;
DOI:10.1002/chem.200500160