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

Base Information

• Chemical Name: 2,4-Bis-methoxymethoxy-6-methyl-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester
• CAS No.: 867367-83-7
• Molecular Formula: C₁₉H₂₆O₇
• Molecular Weight: 366.411
• Mol file: 867367-83-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 12 articles about 2,4-Bis-methoxymethoxy-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: 91.0%

chloromethyl methyl ether (107-30-2) + 2,4-Dihydroxy-6-methyl-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester (867367-94-0) → 2,4-Bis-methoxymethoxy-6-methyl-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester (867367-83-7)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 80 ℃; for 3h;

DOI:10.1002/anie.200454108

Reference yield:

orsellinic acid (480-64-8) → 2,4-Bis-methoxymethoxy-6-methyl-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester (867367-83-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / tris(3-chlorophenyl)phosphine; DIAD / toluene / 3 h / 23 °C

2: 91 percent / iPr₂NEt; tetrabutylammonium iodide / dimethylformamide / 4 h / 80 °C

With di-isopropyl azodicarboxylate; tri(m-chlorophenyl)-phosphine; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; toluene; 1: Mitsunobu esterification;

DOI:10.1002/chem.200500160

Reference yield:

(3R,4R,6S)-6-(hydroxy)-3,4-(oxiranyl)hept-1-ene (378749-88-3) → 2,4-Bis-methoxymethoxy-6-methyl-benzoic acid (R)-1-methyl-2-((2R,3R)-3-vinyl-oxiranyl)-ethyl ester (867367-83-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / tris(3-chlorophenyl)phosphine; DIAD / toluene / 3 h / 23 °C

2: 91 percent / iPr₂NEt; tetrabutylammonium iodide / dimethylformamide / 4 h / 80 °C

With di-isopropyl azodicarboxylate; tri(m-chlorophenyl)-phosphine; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; toluene; 1: Mitsunobu esterification;

DOI:10.1002/chem.200500160

upstream raw materials:

chloromethyl methyl ether

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

(3R,4R,6S)-6-(tert-Butyl-diphenyl-silanyloxy)-3-chloro-hept-1-en-4-ol

(S)-4-penten-2-ol

Downstream raw materials:

(9Z,11E)-(4R,6R,8R)-16-Chloro-17,19-dihydroxy-4-methyl-3,7-dioxa-tricyclo[13.4.0.0^6,8]nonadeca-1⁽¹⁵⁾,9,11,16,18-pentaene-2,13-dione

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

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

(Z)-(4R,6R,8R)-17,19-Bis-methoxymethoxy-4-methyl-12-phenylsulfanyl-3,7-dioxa-tricyclo[13.4.0.0^6,8]nonadeca-1⁽¹⁹⁾,9,15,17-tetraene-2,13-dione