3,4,5-Trimethoxy-benzoic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-[(S)-1-(4-methoxy-benzyloxy)-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-3-(S)-oxiranyl-propyl ester

Base Information

• Chemical Name: 3,4,5-Trimethoxy-benzoic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-[(S)-1-(4-methoxy-benzyloxy)-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-3-(S)-oxiranyl-propyl ester
• CAS No.: 1053737-27-1
• Molecular Formula: C₇₃H₇₈O₁₅
• Molecular Weight: 1195.41
• Mol file: 1053737-27-1.mol

Synonyms:3,4,5-Trimethoxy-benzoic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-[(S)-1-(4-methoxy-benzyloxy)-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-3-(S)-oxiranyl-propyl ester

Chemical Property of 3,4,5-Trimethoxy-benzoic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-[(S)-1-(4-methoxy-benzyloxy)-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-3-(S)-oxiranyl-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4,5-Trimethoxy-benzoic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-[(S)-1-(4-methoxy-benzyloxy)-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-3-(S)-oxiranyl-propyl ester

There total 1 articles about 3,4,5-Trimethoxy-benzoic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-[(S)-1-(4-methoxy-benzyloxy)-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-3-(S)-oxiranyl-propyl 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:

3,4,5-Trimethoxy-benzoic acid (1R,2S,3R,4R)-2,3-bis-benzyloxy-4-hydroxy-1-[(S)-1-(4-methoxy-benzyloxy)-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-5-(toluene-4-sulfonyloxy)-pentyl ester → 3,4,5-Trimethoxy-benzoic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-[(S)-1-(4-methoxy-benzyloxy)-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-3-(S)-oxiranyl-propyl ester (1053737-27-1)

Guidance literature:

With 1H-imidazole; sodium hydride; In tetrahydrofuran; at 0 ℃; for 20h;

DOI:10.1021/jo00080a016

Reference yield:

3,4,5-Trimethoxy-benzoic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-[(S)-1-(4-methoxy-benzyloxy)-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-3-(S)-oxiranyl-propyl ester (1053737-27-1) → 3,4,5-Trimethoxy-benzoic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-[(S)-1-hydroxy-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-3-(S)-oxiranyl-propyl ester (1053747-42-4)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 0 ℃; for 2h; pH 7 phosphate buffer;

DOI:10.1021/jo00080a016

Reference yield:

3,4,5-Trimethoxy-benzoic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-[(S)-1-(4-methoxy-benzyloxy)-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-3-(S)-oxiranyl-propyl ester (1053737-27-1) → 3,4,5-Trimethoxy-benzoic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-hydroxymethyl-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-3-yl ester

Guidance literature:

Multi-step reaction with 2 steps

1: DDQ / CH₂Cl₂ / 2 h / 0 °C / pH 7 phosphate buffer

2: p-TsOH*H₂O / CH₂Cl₂ / 0.83 h

With toluene-4-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane;

DOI:10.1021/jo00080a016

Downstream raw materials:

3,4,5-Trimethoxy-benzoic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-[(S)-1-hydroxy-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-3-(S)-oxiranyl-propyl ester

3,4,5-Trimethoxy-benzoic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-3-yl ester