ethyl 3,4-dihydroxy-5-phenyl-(2R,3S,4S,5R)-tetrahydro-2-furancarboxylate

Base Information

• Chemical Name: ethyl 3,4-dihydroxy-5-phenyl-(2R,3S,4S,5R)-tetrahydro-2-furancarboxylate
• CAS No.: 607375-99-5
• Molecular Formula: C₁₃H₁₆O₅
• Molecular Weight: 252.267
• Mol file: 607375-99-5.mol

Synonyms:ethyl 3,4-dihydroxy-5-phenyl-(2R,3S,4S,5R)-tetrahydro-2-furancarboxylate

Chemical Property of ethyl 3,4-dihydroxy-5-phenyl-(2R,3S,4S,5R)-tetrahydro-2-furancarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3,4-dihydroxy-5-phenyl-(2R,3S,4S,5R)-tetrahydro-2-furancarboxylate

There total 2 articles about ethyl 3,4-dihydroxy-5-phenyl-(2R,3S,4S,5R)-tetrahydro-2-furancarboxylate 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:

2,2-dimethoxy-propane (77-76-9) + ethyl 3-[3-phenyl-(2S,3S)-oxiran-2-yl]-(E)-2-propenoate (607376-11-4) → ethyl 3,4-dihydroxy-5-phenyl-(2R,3S,4S,5R)-tetrahydro-2-furancarboxylate (607375-99-5) + ethyl 2,2-dimethyl-6-phenyl-(3aR,4S,6R,6aR)-perhydrofuro[3,4-d][1,3]dioxole-4-carboxylate (607376-14-7)

Guidance literature:

ethyl 3-[3-phenyl-(2S,3S)-oxiran-2-yl]-(E)-2-propenoate; With 1,4-bis(9-O-dihydroquinidine)phthalazine;

With camphor-10-sulfonic acid; In dichloromethane; at 20 ℃;

2,2-dimethoxy-propane; With toluene-4-sulfonic acid; In acetone; at 20 ℃;

DOI:10.1016/S0040-4039(03)01413-8

Reference yield:

ethyl 3-[3-phenyl-(2S,3S)-oxiran-2-yl]-(E)-2-propenoate (607376-11-4) → ethyl 3,4-dihydroxy-5-phenyl-(2R,3S,4S,5R)-tetrahydro-2-furancarboxylate (607375-99-5) + ethyl 3,4-dihydroxy-5-phenyl-(2S,3R,4S,5R)-tetrahydro-2-furancarboxylate

Guidance literature:

ethyl 3-[3-phenyl-(2S,3S)-oxiran-2-yl]-(E)-2-propenoate; With 1,4-bis(9-O-dihydroquinidine)phthalazine;

With camphor-10-sulfonic acid; In dichloromethane; at 20 ℃;

DOI:10.1016/S0040-4039(03)01413-8

Reference yield: 97.0%

chloro-trimethyl-silane (75-77-4) + ethyl 3,4-dihydroxy-5-phenyl-(2R,3S,4S,5R)-tetrahydro-2-furancarboxylate (607375-99-5) → (2R,3R,4R,5R)-5-Phenyl-3,4-bis-trimethylsilanyloxy-tetrahydro-furan-2-carboxylic acid ethyl ester (607376-04-5)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/S0040-4039(03)01413-8

upstream raw materials:

2,2-dimethoxy-propane

ethyl 3-[3-phenyl-(2S,3S)-oxiran-2-yl]-(E)-2-propenoate

Downstream raw materials:

(2R,3R,4R,5R)-5-Phenyl-3,4-bis-trimethylsilanyloxy-tetrahydro-furan-2-carboxylic acid ethyl ester

ethyl 3,4-di-tert-butyldimethylsilanyloxy-5-phenyl-(2R,3R,4R,5R)-tetrahydro-2-furancarboxylate

(2R,3R,4R,5R)-3,4-bis(tert-butyldimethylsiloxy)-5-phenyltetrahydrofuran-2-carbaldehyde

methyl 3-[3,4-di-tert-butyldimethylsilanyloxy-5-phenyl-(2S,3R,4R,5R)-tetrahydro-2-furanyl]-(Z)-2-propenoate